Recently Sold Longboat Key, FL Homes

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$325,000 Sold Jun 20, 2025
- 924 Sq Ft
- $352/SF
- 0 Days On Market
- 2 Beds
- 2 Baths
- Built 2019
29 Main Street Dr, Longboat Key, FL 34228

Don’t miss this opportunity to own a high-and-dry, turnkey furnished 2-bedroom, 2-bath home that DID NOT FLOOD during last season’s hurricanes! Nestled in the highly desirable 55+ Twin Shores community, this home offers luxury finishes including recessed lighting, crown molding, and a cozy wood-burning fireplace. Enjoy a spacious extra-deep carport with room for a golf cart, and step inside to

Erica Smentowski KELLER WILLIAMS ON THE WATER S

29 Main Street Dr, Longboat Key, FL 34228
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$62,500 Sold Jun 20, 2025
- 6 Days On Market
408 Gulf of Mexico Dr Unit 1222, Longboat Key, FL 34228

Welcome to Slip #1222 at The Boathouse on Longboat, a rare opportunity on the coveted south end of Longboat Key! This is your chance to secure a covered, hurricane-protected slip in one of Sarasota's most desirable waterfront communities. This premium slip accommodates boats up to 31.5 feet in length, with a maximum height of 8.4 feet and an 8.6-foot beam (No T-tops unless collapsible). Enjoy

Daniel Treiman MICHAEL SAUNDERS & COMPANY

408 Gulf of Mexico Dr Unit 1222, Longboat Key, FL 34228
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$207,000 Sold Jun 20, 2025
- 66 Days On Market
- Built 1985
2600 Harbourside Dr Unit O-05, Longboat Key, FL 34228

An east side of the marina boat slip at Longboat Key Moorings Marina for sale right now! The slip measures 45 x 20 feet. LBK Club membership is optional. Direct access to Sarasota Bay and the ICW. The deep water marina is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, Marina village that includes restaurant, shopping (close to Publix, CVS,

Jennifer Wilson LBRE LLC

2600 Harbourside Dr Unit O-05, Longboat Key, FL 34228
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$416,000 Sold Jun 20, 2025
- 634 Sq Ft
- $656/SF
- 108 Days On Market
- 1 Bed
- 1 Bath
- Built 1982
250 Sands Point Rd Unit 5105, Longboat Key, FL 34228

First floor walkdown Junior Suite with spectacular views of Longboat Key Club’s Golf Course now available to rent out or enjoy for your own vacation getaway with no hotel program restrictions on owner time. There is an expanded deck in addition to the covered terrace, which is perfect for watching a wide variety of wildlife and golfing activity. Building 5 is positioned where owners value privacy

Ian Addy, PA MICHAEL SAUNDERS & COMPANY

250 Sands Point Rd Unit 5105, Longboat Key, FL 34228
/2
$585,000 Sold Jun 20, 2025
- 1,440 Sq Ft
- $406/SF
- 110 Days On Market
- 2 Beds
- 2.5 Baths
- Built 1988
653 Cedars Ct Unit 25, Longboat Key, FL 34228

Exceptional opportunity in Cedars East, one of Longboat Key’s most desirable tennis communities. This beautifully updated END UNIT ELEVATED bayside property is a rare find, offering the flexibility of TWO WEEK minimum rentals—a huge draw for investors looking to capitalize on the area's strong demand for short-term vacation stays. Even more valuable is the hard-to-find TWO CAR TANDEM GARAGE,

Shayla Twit CORCORAN DWELLINGS REALTY

653 Cedars Ct Unit 25, Longboat Key, FL 34228
/2
$739,000 Sold Jun 18, 2025
- 1,265 Sq Ft
- $584/SF
- 1 Day On Market
- 2 Beds
- 2 Baths
- Built 1978
1945 Gulf of Mexico Dr Unit M2313, Longboat Key, FL 34228

Seaplace on exclusive Longboat Key in Florida, gives you the location needed for quick access to St Armands Circle and Sarasota's cultural life. Also being located directly on the Gulf's blue water, you have nature's playground to enjoy. There is a modern elegance in this exquisite move-in-ready condo, which effortlessly blends modern design, functionality, and an unparalleled level of comfort.

Bruce Meyer MICHAEL SAUNDERS & COMPANY

1945 Gulf of Mexico Dr Unit M2313, Longboat Key, FL 34228
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$845,000 Sold Jun 18, 2025
- 1,685 Sq Ft
- $501/SF
- 52 Days On Market
- 2 Beds
- 2 Baths
- Built 1980
523 Bayport Way Unit 523, Longboat Key, FL 34228

Introducing an impeccably remodeled FULLY FURNSHED residence located in the beautiful community of Bayport Beach and Tennis Club. This property can be described as extraordinary, as it showcases an exquisite blend of contemporary updates and timeless appeal. The remodeling process, which took place in 2024, has intelligently infused the home with stylish and sustainability-minded attributes. You

Antonietta Car KELLER WILLIAMS SUBURBAN TAMPA

523 Bayport Way Unit 523, Longboat Key, FL 34228
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$3,700,000 Sold Jun 18, 2025
- 4,117 Sq Ft
- $899/SF
- 75 Days On Market
- 5 Beds
- 5.5 Baths
- Built 2016
551 Ranger Ln, Longboat Key, FL 34228

Enter a world where elegance meets functionality in this John Cannon custom-designed 5-bedroom, 5.5-bathroom coastal inspired Spanish Mediterranean masterpiece, offering 4,117 square feet of refined coastal living. Designed for the most discerning buyer, this gorgeous residence is in the exclusive Country Club Shores IV community, on south Longboat Key, seamlessly blends contemporary finishes

Kathy Callahan MICHAEL SAUNDERS & COMPANY

551 Ranger Ln, Longboat Key, FL 34228
/2
$440,000 Sold Jun 18, 2025
- 1,130 Sq Ft
- $389/SF
- 66 Days On Market
- 3 Beds
- 2 Baths
- Built 1966
710 Fox St, Longboat Key, FL 34228

Opportunity now in the Coveted Village of Longboat Key. Steps from the stunning Gulf of Mexico, this property offers an unparalleled chance to immerse yourself in the charm of one of Florida's most unique coastal communities. The existing structure is a solidly built, block-construction home featuring three bedrooms (only 2 on tax roll), two bathrooms, and approximately 1,200 square feet of

Jesse Griffin CENTURY 21 BEGGINS ENTERPRISES

710 Fox St, Longboat Key, FL 34228
/2
$1,950,000 Sold Jun 16, 2025
- 2,585 Sq Ft
- $754/SF
- 0 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1996
1241 Gulf of Mexico Dr Unit 105, Longboat Key, FL 34228

One or more photo(s) has been virtually staged. Welcome to Water Club! Escape to Paradise in this beautifully furnished Beachfront Oasis on the South end of Longboat Key. Residence 105 is almost new, with Southern exposure and natural light filling most rooms.

Judy Kepecz-Hays COLDWELL BANKER REALTY

1241 Gulf of Mexico Dr Unit 105, Longboat Key, FL 34228
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$275,000 Sold Jun 16, 2025
- 23 Days On Market
2600 Harbourside Dr Unit C-12, Longboat Key, FL 34228

An extraordinary opportunity to own a 55-by-21-foot yacht slip at Longboat Key Moorings, one of Florida’s finest deep-water marinas, on the exclusive island of Longboat Key. This state-of-the-art marina offers direct, no-bridge access to Sarasota Bay and Intracoastal Waterway, just minutes from the Gulf of Mexico. Ideally situated, Longboat Key Moorings is only moments from the upscale boutiques

Jessica Hurley PREMIER SOTHEBY'S INTERNATIONAL REALTY

2600 Harbourside Dr Unit C-12, Longboat Key, FL 34228
/2
$800,000 Sold Jun 16, 2025
- 1,413 Sq Ft
- $566/SF
- 10 Days On Market
- 2 Beds
- 2 Baths
- Built 1996
3080 Grand Bay Blvd Unit 533, Longboat Key, FL 34228

Experience the height of waterfront living at this Capri residence in Building 5 at Grand Bay. Ideally positioned on the third floor to capture sweeping views of Sarasota Bay, the Harbourside golf course, and downtown Sarasota. This sunlit sanctuary offers an open, thoughtfully designed layout with over 1,400 square feet of interior space and two private terraces—one east-facing and one

Roger Pettingell COLDWELL BANKER REALTY

3080 Grand Bay Blvd Unit 533, Longboat Key, FL 34228
/2
$2,400,000 Sold Jun 16, 2025
- 3,383 Sq Ft
- $709/SF
- 7 Days On Market
- 3 Beds
- 3 Baths
- Built 1990
2450 Harbourside Dr Unit 251, Longboat Key, FL 34228

Located in a premier top-floor, corner position of Marina Bay II, this exceptional residence offers sweeping views of Sarasota Bay, the Harbourside Golf Course, and the dynamic city skyline beyond. With nearly 3,400 square feet of light-filled interiors, this three-bedroom residence lives like a single-family home—while offering the convenience and security of an exclusive, gated community within

Roger Pettingell COLDWELL BANKER REALTY

2450 Harbourside Dr Unit 251, Longboat Key, FL 34228
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$2,900,000 Sold Jun 16, 2025
- 3,527 Sq Ft
- $822/SF
- 98 Days On Market
- 3 Beds
- 3.5 Baths
- Built 2024
625 Jackson Way, Longboat Key, FL 34228

TURN KEY FURNISHED IS available. On the north end of beautiful and exclusive Longboat Key, Florida rests an historic enclave that is a true gem, called Longbeach Village. It’s a community of friendly residents that exudes a palpable warmth that goes beyond the warm breezes of this magnificent island. It’s an atmosphere that is exclusive to only this part of Longboat Key. And within this community

Reid Murphy DEVELOPERS REALTY LBK, INC

625 Jackson Way, Longboat Key, FL 34228
/2
$1,500,000 Sold Jun 16, 2025
- 1,458 Sq Ft
- $1029/SF
- 84 Days On Market
- 2 Beds
- 2 Baths
- Built 1970
603 Longboat Club Rd Unit 1102N, Longboat Key, FL 34228

An exceptional lifestyle soaring above the world-class beach of Longboat Key awaits in this 2 BR / 2BA, 1,458 sq. ft. residence on the 11th floor of Longboat Key Towers, an established, beautifully maintained community with a front-row beach setting. With stunning views from most rooms, facing both the Gulf of Mexico and Sarasota Bay, the vistas extend to the Longboat Key Club Links golf course

Bruce Myer COLDWELL BANKER REALTY

603 Longboat Club Rd Unit 1102N, Longboat Key, FL 34228
/2
$675,000 Sold Jun 13, 2025
- 1,316 Sq Ft
- $513/SF
- 12 Days On Market
- 2 Beds
- 2 Baths
- Built 1969
4310 Falmouth Dr Unit 301, Longboat Key, FL 34228

Waterfront Living Bay views from all windows from this top floor corner bayfront unit Furnished Turn keyTwo Bedrooms, 2 Baths, updated spacious kitchen, living room, dining room, second bedroom with Murphy bed, hurricane windowsLive like you're always on vacation Private Beach pavilion with parking, storage, restrooms and showers heated pools, boat docks, fishing docks, kayak

Matt Buttner LIST NOW REALTY, LLC

4310 Falmouth Dr Unit 301, Longboat Key, FL 34228
/2
$840,000 Sold Jun 13, 2025
- 2,565 Sq Ft
- $327/SF
- 26 Days On Market
- 2 Beds
- 2 Baths
- Built 1982
1928 Harbourside Dr Unit 1404, Longboat Key, FL 34228

Located behind the gates of the prestigious Bay Isles, this beautiful TURNKEY FURNISHED 2-bedroom, 2-bathroom, two-story residence in Fairway Bay offers the feel of a private home with the ease of resort-style living. A welcoming entry opens to a bright interior with soaring ceilings, wood floors, and large windows. Recessed lighting, custom tile and wood accents, and a spacious layout add both

Bruce Myer COLDWELL BANKER REALTY

1928 Harbourside Dr Unit 1404, Longboat Key, FL 34228
/2
$2,300,000 Sold Jun 13, 2025
- 4,828 Sq Ft
- $476/SF
- 304 Days On Market
- 4 Beds
- 5 Baths
- Built 1997
5444 Gulf of Mexico Dr, Longboat Key, FL 34228

Behold a sanctuary of contemporary elegance, where luxury and innovation converge to create a residence that stands as a testament to architectural grandeur on beautiful Longboat Key. This Bayfront marvel, brilliantly crafted by Bruce Saba, offers an unparalleled contemporary living experience.

Tracey Stetler COLDWELL BANKER REALTY

5444 Gulf of Mexico Dr, Longboat Key, FL 34228
/2
$1,325,000 Sold Jun 12, 2025
- 2,421 Sq Ft
- $547/SF
- 0 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1979
3341 Bayou Sound, Longboat Key, FL 34228

An ideal waterfront retreat, this 3BR/2.5BA pool home in The Bayou in Bay Isles offers boating, entertaining, and elegant coastal living. The striking two-story façade, with soft neutral tones and wood accents, sets a welcoming ambiance. Beyond the gated courtyard and private pool, the elevated main living areas showcase sweeping views of the canal, mangroves, and bayou. Walls of glass fill the

Bruce Myer COLDWELL BANKER REALTY

3341 Bayou Sound, Longboat Key, FL 34228
/2
$2,000,000 Sold Jun 12, 2025
- 2,903 Sq Ft
- $689/SF
- 88 Days On Market
- 3 Beds
- 4.5 Baths
- Built 1994
380 Gulf of Mexico Dr Unit 536, Longboat Key, FL 34228

PRICE REDUCED $220,000. If you have been waiting for the best situated, top floor corner penthouse in Tangerine Bay Club on Longboat Key, your wait is over. Panoramic views of Sarasota Bay and the city lights grace this luxurious 2-story, third floor end unit on Longboat's southern tip. With over 2900 square feet, (3319 including outdoors), this spacious sanctuary offers both back and side patios

Sherry Dominick MICHAEL SAUNDERS & COMPANY

380 Gulf of Mexico Dr Unit 536, Longboat Key, FL 34228
/2
$2,000,000 Sold Jun 11, 2025
- 2,313 Sq Ft
- $865/SF
- 85 Days On Market
- 4 Beds
- 4.5 Baths
- Built 1990
6537 Gulf of Mexico Dr, Longboat Key, FL 34228

Gulf views from this elevated spacious and bright block home built by Whitehead Construction on an oversized 17,000-plus-square-foot lot with beach access just a short distance away. This smartly designed home features all living areas on one level and offers four generous sized bedrooms, all with en-suite baths. You will love the large chef's kitchen with views to the outside, plenty of

Holly Switow PREMIER SOTHEBY'S INTERNATIONAL REALTY

6537 Gulf of Mexico Dr, Longboat Key, FL 34228
/2
$1,500,000 Sold Jun 11, 2025
- 2,586 Sq Ft
- $580/SF
- 88 Days On Market
- 4 Beds
- 3 Baths
- Built 1971
740 Old Compass Rd, Longboat Key, FL 34228

One or more photo(s) has been virtually staged. Unique opportunity to renovate (or build) in Emerald Harbor - one of Longboat Key's most sought-after neighborhoods; one of the few single family home communities that includes private beach access. Located on the widest canal on the Key (150ft), this 155ft x 100ft lot offers limitless possibilities. The existing structure was flooded during

Steve and Janet Walter MICHAEL SAUNDERS & COMPANY

740 Old Compass Rd, Longboat Key, FL 34228
/2
$170,000 Sold Jun 11, 2025
- 113 Days On Market
- Built 1985
2600 Harbourside Dr Unit P-04, Longboat Key, FL 34228

An exceptional view with easy in and out boating access! 45 x 20 Boat Slip at Longboat Key Moorings Marina for sale right now in the marina! LBK Club membership is optional. Direct access to Sarasota Bay and the ICW. The deep water marina is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, Marina village that includes restaurant, shopping

Jennifer Wilson LBRE LLC

2600 Harbourside Dr Unit P-04, Longboat Key, FL 34228
/2
$1,575,000 Sold Jun 11, 2025
- 2,180 Sq Ft
- $722/SF
- 124 Days On Market
- 3 Beds
- 3.5 Baths
- Built 2002
1906 Harbour Links Cir Unit 14, Longboat Key, FL 34228

Discover the epitome of luxury living in this beautifully renovated 3-bedroom, 3.5-bath townhouse situated in the exclusive enclave of Emerald Pointe South within the gated Bay Isles community on Longboat Key. With only 16 homes in this prestigious neighborhood, this property offers privacy, elegance and the finest upgrades, all enhanced by tranquil lake views. This home has been meticulously

Charles Totonis PREMIER SOTHEBY'S INTERNATIONAL REALTY

1906 Harbour Links Cir Unit 14, Longboat Key, FL 34228
/2
$170,000 Sold Jun 11, 2025
- 196 Days On Market
- Built 1985
2800 Harbourside Dr Unit M-07, Longboat Key, FL 34228

45 x 20 ft. Boat Slip, easy in and out, with exceptional views of Sarasota Bay, at Longboat Key Moorings Marina. Direct access to Sarasota Bay and the ICW. The deep water marina is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, Marina village that includes restaurant, shopping (close to Publix, CVS, and other specialty shops), recreational

Jennifer Wilson LBRE LLC

2800 Harbourside Dr Unit M-07, Longboat Key, FL 34228
/2
$215,000 Sold Jun 10, 2025
- 630 Sq Ft
- $341/SF
- 16 Days On Market
- 1 Bed
- 1 Bath
- Built 1966
701 Saint Judes Dr S Unit 4, Longboat Key, FL 34228

DIRECT WATERFRONT CONDO - LONGBOAT KEY, FL!!!! Don't miss this opportunity to own a waterfront condo with history of being consistently booked most of the year. This end unit, canal-front property has direct access to the Intercoastal waterway as well as deeded beach access, kayak storage and direct access to Durante Park with walking trails, flower gardens, play area and large pavilion with

James Broadus DIVERSIFIED REALTY HOLDINGS

701 Saint Judes Dr S Unit 4, Longboat Key, FL 34228
/2
$735,000 Sold Jun 10, 2025
- 1,257 Sq Ft
- $585/SF
- 11 Days On Market
- 2 Beds
- 2 Baths
- Built 1978
1925 Gulf of Mexico Dr Unit G8307, Longboat Key, FL 34228

Water View | Updated Condo with Gulf & Beach Views at Seaplace. Enjoy breathtaking Gulf and beach views from this beautifully updated 2-bedroom, 2-bathroom condo, located on the third floor of the desirable G8 Building in Seaplace. This residence offers a perfect blend of comfort and coastal elegance, with thoughtful upgrades throughout. The interior was freshly painted just two years ago, and

Harold Kaufman PREFERRED SHORE LLC

1925 Gulf of Mexico Dr Unit G8307, Longboat Key, FL 34228
/2
$435,000 Sold Jun 04, 2025
- 861 Sq Ft
- $505/SF
- 13 Days On Market
- 1 Bed
- 1 Bath
- Built 1950
3740 Gulf of Mexico Dr Unit 116, Longboat Key, FL 34228

GULF TO BAY TWIN SHORES BEACH AND MARINA VILLAS. UNBELIEVABLE DIRECT BAYFRONT and MARINA VIEWS! COMPLETELY REMEDIATED AND ASSOCIATION INSURANCE FOR THE 8 VILLAS PAID IT ALL ( 100%). EVERYTHING NEW IN OCTOBER, 2025 FROM SHEETROCK, NEW SPECIAL FLOOD BARRIER SLIDER.($8000) APPLIANCES, UPGRADED NEW CABINETRY, 2 DOORS INCLUDING 4 POCKET DOORS, NEW A/C MINI SPLITS, HOTWATER HEATER, W/D AND LOVELY

Marni Hayden CHROME REALTY LLC

3740 Gulf of Mexico Dr Unit 116, Longboat Key, FL 34228
/2
$555,000 Sold Jun 03, 2025
- 1,192 Sq Ft
- $466/SF
- 24 Days On Market
- 2 Beds
- 2 Baths
- Built 1984
2016 Harbourside Dr Unit 332, Longboat Key, FL 34228

A Must-See Full View of Sarasota Bay!Welcome to 2016 Harbourside Drive, Unit #332—a true gem offering breathtaking, unobstructed views of Sarasota Bay from your private balcony. This beautifully updated 2-bedroom, 2-bathroom condo is designed for comfort, style, and easy living. Enjoy the elegance of porcelain tile flooring throughout (no carpet), complemented by stainless steel appliances,

Francis Perdisatt PREFERRED SHORE LLC

2016 Harbourside Dr Unit 332, Longboat Key, FL 34228
/2
$740,000 Sold Jun 03, 2025
- 1,150 Sq Ft
- $643/SF
- 78 Days On Market
- 2 Beds
- 2 Baths
- Built 1973
4234 Gulf of Mexico Dr Unit H2, Longboat Key, FL 34228

This stunning 2-bedroom, 2-bath villa in the highly desirable Pelican Harbour community on Longboat Key is the epitome of coastal luxury. Located on the second floor, the residence has been completely renovated with top-of-the-line finishes, including impact windows and doors for added safety and energy efficiency. The open floor plan maximizes the space, allowing natural light to flood the home

Jennifer Linehan MICHAEL SAUNDERS & COMPANY

4234 Gulf of Mexico Dr Unit H2, Longboat Key, FL 34228
/2
$1,750,000 Sold Jun 02, 2025
- 3,200 Sq Ft
- $547/SF
- 37 Days On Market
- 4 Beds
- 3.5 Baths
- Built 1995
3303 Sabal Cove Cir, Longboat Key, FL 34228

New roof, two new HVACs, newly painted exterior, new screened pool enclosure. Discover an exceptional blend of elegance and luxury in this welcoming home, in the exclusive gated community of Bay Isles in Longboat Key. Meticulously maintained and thoughtfully designed, this home has high ceilings, expansive living spaces, and premium finishes throughout. The home surrounds the pool and the lanai,

Judy Mitchell PREMIER SOTHEBY'S INTERNATIONAL REALTY

3303 Sabal Cove Cir, Longboat Key, FL 34228
/2
$1,900,000 Sold May 30, 2025
- 1,819 Sq Ft
- $1045/SF
- 16 Days On Market
- 3 Beds
- 2 Baths
- Built 1981
1045 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228

Seller is accepting Back Up Offers. This beachfront 3 bedroom corner residence checks all of the boxes! The azure gulf water is seen through Hurricane Impact Sliders/Windows from almost every room and provides the perfect backdrop for entertaining or simply relaxing on the wraparound terrace with a book enjoying the breeze and watching the sunset. The open kitchen offers state-of-the-art GE

Ian Addy, PA MICHAEL SAUNDERS & COMPANY

1045 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228
/2
$725,000 Sold May 30, 2025
- 2,352 Sq Ft
- $308/SF
- 135 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1984
2203 Harbourside Dr, Longboat Key, FL 34228

Nestled within the exclusive gated enclave of Bay Isles on Longboat Key, this pristine Harbour Oaks villa offers a rare opportunity to experience unparalleled privacy and tranquility in one of Florida's most coveted Gulf Coast communities. With its serene, resort-like atmosphere, the villa promises a lifestyle of luxury and comfort in a setting that defines elegance.Upon entering, you’ll be

Becky Sirigotis COMPASS FLORIDA LLC

2203 Harbourside Dr, Longboat Key, FL 34228
/2
$2,000,000 Sold May 30, 2025
- 2,550 Sq Ft
- $784/SF
- 123 Days On Market
- 3 Beds
- 2 Baths
- Built 2000
6940 Longboat Dr S, Longboat Key, FL 34228

This stunning move-in-ready coastal contemporary Key West style home is located in Longboat Key's coveted historic North-end Longbeach Village area. Originally designed and custom built by Steven Carr for himself, this magnificent open-plan home offers many desirable features and finishes, including stained glass windows, vaulted wood ceilings, built-in shelving, and an elevator. Upgrades include

Bill Anderson MICHAEL SAUNDERS & COMPANY

6940 Longboat Dr S, Longboat Key, FL 34228
/2
$1,950,000 Sold May 28, 2025
- 2,580 Sq Ft
- $756/SF
- 52 Days On Market
- 3 Beds
- 3 Baths
- Built 1990
535 Sanctuary Dr Unit A202, Longboat Key, FL 34228

Luxurious Gulf-Front Living with Breathtaking Views! Experience the pinnacle of coastal elegance in this exquisitely updated 2,580 sq. ft. condominium, offering three bedrooms and three bathrooms with stunning Gulf views from the great room, primary bedroom and terraces. Designed for modern comfort, this spacious residence features new luxury vinyl plank flooring throughout, high-end Bosch

Kathy Callahan MICHAEL SAUNDERS & COMPANY

535 Sanctuary Dr Unit A202, Longboat Key, FL 34228
/2
$2,700,000 Sold May 27, 2025
- 2,820 Sq Ft
- $957/SF
- 40 Days On Market
- 3 Beds
- 3.5 Baths
- Built 1992
415 L Ambiance Dr Unit C404, Longboat Key, FL 34228

Nestled in the prestigious L’Ambiance community on Longboat Key’s south end, this fully furnished, turnkey residence offers 2,820 sq. ft. of refined waterfront living with breathtaking Gulf views. A double-door entry with art glass opens to a light-filled interior featuring new hurricane-resistant windows and doors, marble flooring, coral stone accents, and full-height mirrors that enhance the

Bruce Myer COLDWELL BANKER REALTY

415 L Ambiance Dr Unit C404, Longboat Key, FL 34228
/2
$375,000 Sold May 27, 2025
- 1,325 Sq Ft
- $283/SF
- 125 Days On Market
- 2 Beds
- 2 Baths
- Built 1975
4500 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228

DRAMATIC PRICE IMPROVEMENT! THIS IS YOUR LUCKY DAY! SELLERS ARE MOTIVATED! A blank palette to create the home that you have always dreamed of awaits. Why spend $30,000 for deconstructing and removal down to the studs of an original Windward Bay Condominium, when the work has already been completed and ready for you? Location, Location, Location! Finished remodeled condos on the same floor have

Debby McCaig COLDWELL BANKER REALTY

4500 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228
/2
$2,970,000 Sold May 27, 2025
- 1,721 Sq Ft
- $1726/SF
- 181 Days On Market
- 1 Bed
- 2 Baths
- Built 2024
1581 Gulf of Mexico Dr Unit 407, Longboat Key, FL 34228

Incredible investment opportunity for the largest one-bedroom residence at The St. Regis Longboat Key. Seller will consider any and all offers. Enter from your private elevator into a dramatic living area with high ceilings and expansive glass featuring spectacular views of Sarasota Bay. The living area opens to a large outdoor terrace with a Wolf gas grill for easy entertainment. The chef’s

Kim Ogilvie MICHAEL SAUNDERS & COMPANY

1581 Gulf of Mexico Dr Unit 407, Longboat Key, FL 34228
/2
$2,500,000 Sold May 23, 2025
- 3,842 Sq Ft
- $651/SF
- 85 Days On Market
- 4 Beds
- 3 Baths
- Built 2000
3606 Fair Oaks Place, Longboat Key, FL 34228

Roof replaced in August 2024. This property presents an exceptional opportunity to acquire a direct bayfront residence comprising of four bedrooms and a den, on a canal in the esteemed Queens Harbour area of Bay Isles. The home features a private pool and spa, as well as access to a community pool. Upon entering the residence, one is greeted by impressive 24-foot ceilings and expansive windows

Dennis Girard PREMIER SOTHEBY'S INTERNATIONAL REALTY

3606 Fair Oaks Place, Longboat Key, FL 34228
/2
$229,000 Sold May 22, 2025
- 1,393 Sq Ft
- $164/SF
- 0 Days On Market
- 2 Beds
- 2 Baths
- Built 1969
773 Spanish Dr N Unit 34, Longboat Key, FL 34228

2 bedroom, 2 bath villa ready for the new owner to put their own taste, choices and love to make this their own. In the restoration/rebuild stage.

Kimberly Freiwald PREMIER SOTHEBY'S INTERNATIONAL REALTY

773 Spanish Dr N Unit 34, Longboat Key, FL 34228

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