My Sold Listings

$640,000 (USD)
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Longboat Key Area Condominium

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4825 Gulf Of Mexico Drive 304 Longboat Key, FL 34228

2 Bed
2 Baths
1393 sqft
Virtual Tour
Fabulous Gulf-front views from this third-floor beachfront residence in The Westchester. Enjoy morning strolls on the beach, sunsets from your lanai, and island living in this spacious two-bedroom, two-bath plan. With panoramic views of the beach and the Gulf, you'll find nearly 1,400 square feet of thoughtfully designed living space featuring a Gulf-front lanai, generous living spaces, large kitchen, and a split-bedroom plan with both bedroom suites boasting en-suite baths, walk-in closets, and privacy for you and your guests. The Gulf-front primary suite also includes a private screened balcony. You'll also be pleased to find the safety and security of new electric hurricane shutters, a newer AC system, assigned covered parking, and a separate storage unit. Set in a mid-key beachfront location, The Westchester offers residents private beach access, two Gulf-front pools, tennis courts, pickleball courts, kayak storage, and a clubhouse with fitness center coming soon. The Westchester is also conveniently located to Longboat's shops, restaurants, grocery, pharmacy, golf, Durante Park, Longboat Key Town Center with its new outdoor performance stage, and so much more. You'll also find St Armand's Circle, Lido Key, and Downtown Sarasota are all close by. With its professional on-site management, friendly community, and ideal mid-key beachfront location — make Westchester your new Longboat Key home.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Premier Sotheby's International Realty
$595,000 (USD)
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Longboat Key Area Condominium

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4960 Gulf Of Mexico Drive 204 Longboat Key, FL 34228

2 Bed
2 Baths
1312 sqft
Virtual Tour
Holiday Sale!
CAPTIVATING WATER VIEWS! This desirable condominium with two bedrooms/two bathrooms is an oasis retreat. New Hurricane Impact Windows October 2021 in Living Room, Kitchen and Master bath. 2018 new flooring, 2018 new kitchen cabinets, 2018 new bathroom vanities. Welcome to Paradise Found! Each morning, witness the breathtaking Sarasota Bay sunrise from either the comfort of your picturesque bedroom, the elegant enclosed Florida Room with floor-to-ceiling windows, or choose the panoramic view that graces your stunning living room and observe “Mother Nature’s Morning Show.” At day's end, the everchanging Gulf of Mexico sunset awaits. With the privately deeded beach access, walk to the pristine sandy beaches of Longboat Key, a mere few minutes away. In addition, there are also two public beach access points. Windward Bay is an inviting friendly community that exemplifies Florida Coastal Living at its finest. Nestled mid Longboat Key on 26 acres of well-manicured and beautifully landscaped property. Which includes half a mile of water front walking trails. This low-density residence is a nature lover’s delight: from bird watching, frolicking dolphins, and viewing rare manatees at their favorite hangout spot by The South Marina. Unparalleled amenities, including 2 tennis/pickleball courts, 2 marinas with 28 boat & jet ski slips for a low monthly fee, fishing pier, 2 fish cleaning stations, kayak racks, 2 heated pools, shuffleboard, bike racks, a clubhouse with kitchen, library, fitness room, meeting room, 2 saunas, and a new community fire pit on the south end. Windward Bay is conveniently accessible to Downtown Sarasota, St. Armands Circle, Anna Maria Island, Historic Cortez Fishing Village and Championship Golf Courses. “Pet Friendly Windward Bay”, where reality surpasses your wildest dreams.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Deborah "Debby" McCaig, Coldwell Banker Realty
$566,000 (USD)
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Longboat Key Area Condominium

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4960 Gulf Of Mexico Drive 205 Longboat Key, FL 34228

2 Bed
2 Baths
1312 sqft
Million Dollar AMAZING Bayfront Water View! A Contractor and/or Handyman's Delight OR for the lover of 1970's original décor, layout and features: Including vintage/chic 70's retro blue tile bathroom. Clean and move-in ready 2 bedroom/2 bathroom unique condominium. This gem of a community has something for everyone. Imagine each morning, taking your early stroll along the half mile bay front walking trail, as you witness spectacular Sarasota Bay Sunrises. Walk across the street to witness spectacular Gulf of Mexico Sunsets. This low-density property is a nature lover's delight: from bird watching, dolphin viewing and experiencing rare manatees that have also chosen to call Windward Bay their home, returning each year just like the snowbirds (the South Marina is their favorite hangout spot.) Three beach accesses directly across the street for fun times on the Gulf of Mexico, includes one access that is privately deeded for Windward Bay. This property is nestled mid Longboat Key on 26 acres, which is both well-manicured and beautifully landscaped, a lush tropical waterfront paradise. Windward Bay's unparalleled amenities include 2 tennis/pickleball courts, 2 marinas with 28 boat & jet ski slips for a low monthly fee (first come first served), fishing pier, 2 fish cleaning stations, kayak racks, 2 heated pools, shuffleboard, bike racks, a clubhouse with kitchen, library, fitness room, meeting room, 2 saunas, and a community fire pit on the south end. Conveniently accessible to Downtown Sarasota, St. Armands Circle, Anna Maria Island, Historic Cortez Fishing Village and Championship Golf Courses. Welcome to “Pet Friendly” Windward Bay, an amazing condo association exemplifying “Florida Gulf to Bay Living” at its finest. Windward Bay is indeed "A Special Place!"
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Deborah "Debby" McCaig, Coldwell Banker Realty
$550,000 (USD)
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Longboat Key Area Condominium

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4420 Exeter Drive 307 Longboat Key, FL 34228

2 Bed
2 Baths
1152 sqft
Virtual Tour
Attention Boaters! Boat dockage here is just $450 annually! Experience coastal living in this impeccably renovated condominium in the beautiful gated community of Longboat Harbour on Longboat Key. This residence is on the top floor, in one of the sought-after buildings on the property, given the expansive views of Sarasota Bay. It's a striking view when you enter this home. Sarasota Bay is visible from nearly every room, including the living area, dining area, open kitchen, lanai, and primary bedroom. Thoughtfully renovated, the condominium is in pristine, move-in-ready condition and is being sold turnkey furnished with high-end furniture and finishes throughout. The open-concept kitchen features premium cabinetry, Cambia quartz countertops, stainless steel appliances, and a breakfast bar that flows seamlessly into the living space, all framed by stunning bay views. The primary bedroom suite includes two built-in wood units for efficient storage, as well as a custom closet. The views from the bedroom are simply serene with exceptional water vistas, creating a private retreat. The second bedroom is spacious and has been freshly painted. All closets have custom built-ins. Both baths feature spacious, walk-in showers. Plantation shutters in bedrooms. This is easy living with covered parking, an elevator and a private storage unit included. There are impact-rated windows and sliding doors in this home as well as a new HVAC system and new roof, providing exceptional value for the buyers. Longboat Harbour offers a yacht club atmosphere with resident boat dockage available at $450 annual (59 slips), multiple swimming pools, kayak storage, a putting green, tennis courts, a robust pickleball community, a fitness center and a clubhouse hosting a variety of social activities. Residents also enjoy deeded beach access just across the street with gated parking and facilities, completing the ideal island lifestyle. Enjoy spectacular sunsets every night. Whether as a full-time residence or a refined coastal getaway, this exceptional bayfront condominium delivers unmatched views, luxury finishes, and best of Longboat Key living. It's more than a place to call home; it's where you'll make memories and friends to last a lifetime.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Premier Sotheby's International Realty
$499,000 (USD)
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Sarasota Area Single Family Home

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2236 Tulip Street Sarasota, FL 34239

3 Bed
2 Baths
1623 sqft
Virtual Tour
Location! Location! Location! Classic mid-century modern, well-built 1950's three bedroom/two bath Florida ranch style home, located in the highly sought-after neighborhood of South Gate. From your ample front porch, the "World Famous Siesta Key Beach" is less than five miles away. This lovingly maintained home is recently remodeled with a brand-new granite counter and brand new kitchen! The range top, refrigerator, dishwasher, and microwave have never been used. Important to mention are also: a new roof with hurricane clips, water heater, washer and dryer, and new plumbing in the kitchen, both bathrooms, and utility room. (All four rooms have been re-piped.) Another big plus: the original vintage terrazzo floors beautifully grace each of the bedrooms and Florida room, as well as the rare chic original tiled bathrooms that exude character and charm. Eat-in kitchen, great room centering around an authentic raised flagstone fireplace, interior utility room, windowed rear Florida Room back porch! Private fenced-in back yard with lush plantings and room for a pool, on the charming quiet “Old Florida Feeling” Tulip Street. South Gate amenities include a community swimming pool, and a community center building, both designated as historic. The community center is nestled on a beautiful five-acre site on Phillippi Creek, with quiescent oaks, it is truly a pictorial setting to behold. This perfect home is a short drive to the cultural hub of Downtown Sarasota and its array of museums, performing art venues and entertainment, along with award-winning restaurants. Walking distance to top rated schools, restaurants, grocery stores, Westgate Mall and Cinebistro Theatre. South Gate is in close proximity to literally hundreds of Sarasota attractions, including St. Armands Circle and World Class Golf! 2236 Tulip Street, this fantastic location and fabulous home awaits you! Are you ready?
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Deborah "Debby" McCaig, Coldwell Banker Realty
$450,000 (USD)
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Longboat Key Area Single Family Home

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4770 Gulf Of Mexico Drive Villa 6 Longboat Key, FL 34228

2 Bed
1 Baths
912 sqft
LOOK NO FURTHER! NOT TO BE MISSED BEACH GETAWAY!
Paradise awaits in this sparkling and sunny two-bedroom villa, which has been exquisitely remodeled from floors to new shiplap ceilings. Meticulous attention to detail and style is evident throughout, boasting an array of sleek finishes and a luminous open-concept kitchen, dining and living area. No expense was spared for this fabulous in form and function, fully updated villa. Experience relaxation, tranquility and paradise as you gaze from your great room or back patio while witnessing the beautiful Sarasota Bay and the palm trees that gently sway. With one deeded and two public beach access points directly across the street, the uncrowded and soft sandy beaches of Longboat Key on the Gulf of Mexico, are merely steps away. Enjoy a convenient covered carport literally a few feet from the front door of your ground floor Beach/Bay Villa. The “Pet Friendly” Community of Windward Bay is a low-density residence and magical wildlife haven nestled mid Longboat Key on 26 acres. Well-manicured, beautifully landscaped and graced with a 1/2 mile of waterfront trails for your delight and pleasure. Unparalleled amenities include: 2 tennis/pickleball courts, 2 marinas with 28 boat & jet ski slips for a low monthly fee (waitlist), 2 kayak launches and kayak storage racks, 2 heated pools, shuffleboard, bike racks, a clubhouse with kitchen, library, fitness room, meeting room, 2 saunas, and community fire pits throughout the property. For those seeking outdoor adventure, Windward Bay offers direct access to the water, making it perfect for boating, fishing, or simply enjoying a day on the Sarasota Bay or Gulf of Mexico. With convenient access to Downtown Sarasota, St. Armands Circle, Anna Maria Island, Historic Cortez fishing village, championship golf courses, renowned restaurants, shopping destinations, and vibrant cultural attractions, you'll never have a shortage of entertainment options. Book your showing today and live the life you have always dreamed of! An Immaculate Villa That Is The Paradigm of Contemporary Longboat Key Living.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Deborah "Debby" McCaig, Coldwell Banker Realty
$400,000 (USD)
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Longboat Key Area Condominium

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4500 Gulf Of Mexico Drive 203 Longboat Key, FL 34228

2 Bed
2 Baths
1325 sqft
Calling All Remodelers, Investors & Visionaries! Outstanding Value and a unique opportunity to reimagine a stunning coastal residence exactly as you envision it. Opportunity awaits in this Windward Bay 2-bedroom, 2-bath residence offering 1,325 square feet in one of Longboat Key's most desirable coastal communities. The kitchen and bathrooms are preserved in their original 1975 condition, an exciting opportunity to transform a time capsule into a showplace. Properties offering this level of renovation potential on Longboat Key are increasingly difficult to find. Roll up your sleeves and reap the rewards. A rare chance to create a completely personalized island retreat, a true blank canvas for a buyer with imagination and ambition. The floor plan offers excellent potential for a stunning modern transformation. With strong bones, generous living spaces, and an exceptional island location, this property is ready for its next chapter. For buyers who see potential where others see projects, this is your chance to renovate, redesign, and customize every finish to your exact vision. Located in pet-friendly Windward Bay, where two pets are welcome, this community offers the best of Longboat Key Coastal Dream Living. Community Highlights: Enjoy three beach access points (including one private), 26 acres of lush tropical surroundings including ½ mile of nature trails, two heated pools for year-round enjoyment, fitness center and sauna, clubhouse for social gatherings, tennis and pickleball courts, boat docks (waitlist) and kayak launches for water enthusiasts, covered parking and storage. With convenient access to Downtown Sarasota, St. Armands Circle, championship golf courses, renowned restaurants, shopping destinations, and vibrant cultural attractions, you'll never have a shortage of entertainment options. Whether you're an investor seeking your next renovation project or a buyer eager to create a dream island getaway from the ground up, this condominium offers exceptional value, unlimited design potential, and the chance to secure a coveted Longboat Key lifestyle at an attractive price point, exceptional value and long-term upside. Bring your imagination and discover what this hidden gem can become.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Deborah "Debby" McCaig, Coldwell Banker Realty
$399,999 (USD)
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Longboat Key Area Single Family Home

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4840 Gulf Of Mexico Drive Villa 15 Longboat Key, FL 34228

2 Bed
2 Baths
1084 sqft
Virtual Tour
Looking for a Beach/Bay Getaway Villa? LOCATION! LOCATION! LOCATION! This cozy End Unit Beach/Bay 2-bedroom/2-bath Sunny Villa boasts 1084 square feet of Longboat Key Florida Fun! Single story living with a convenient covered carport only a few steps away from your front door. Villa 15 is located directly across the street from the tranquil Gulf with its crystal-clear turquoise blue waters and uncrowded soft sandy beaches that attract visitors from all over the world. (Take joy with 3 beach access points, one private deeded) Enjoy walks along the shore, kayaking on the bay or read a book, unwind and soak up the sun on your own private patio while taking in the beauty of this incredible location. The patio is an ideal spot for morning coffee, watching a game of shuffleboard, hosting friends for sunset libations, evening grilling, or simply relaxing in solitude. Your beach/bay lifestyle possibilities are endless. Worry free living with recent Hurricane Impact Windows/Sliding Doors, Roof, & Carport (2020). As an added bonus with the sale of this Villa, the longtime owner since 1976, former Canadian Navy-Man, and a wonderful Nonagenarian, will be leaving most of his nautical treasures gathered from lands around the world for you to enjoy. Set like a jewel on the barrier island of Longboat Key, the community of Windward Bay is a magical wildlife haven nestled mid-island, flourishing on 26 acres and graced with 1/2 a mile of waterfront trails to relish. A low-density residence and a nature lover’s delight to gaze both frolicking dolphins and manatees as they play. Bird enthusiasts jubilate with their front-row seat of the magnificent Florida birds that call Windward Bay their home. Witness the vibrant plumage and graceful flights of these majestic creatures as they effortlessly navigate the glorious skies above. Windward Bay offers numerous amenities that make it an exceptional value including: 2 tennis/pickleball courts, 2 marinas with 28 boat & jet ski slips for a low monthly fee, barbecue grills throughout, fishing piers, 2 fish cleaning stations, kayak racks, 2 heated pools, shuffleboard, bike racks, a clubhouse with kitchen, library, fitness room, meeting room, 2 saunas, and community fire pits throughout the property. Conveniently accessible to Downtown Sarasota, St. Armands Circle, Anna Maria Island, Historic Cortez Fishing Village, Championship Golf Courses, renowned restaurants, shopping destinations, and vibrant cultural attractions, you'll never have a shortage of entertainment options. Welcome home to “Pet Friendly” Windward Bay, where TWO pets are allowed. Windward Bay is a financially healthy Condo Association with a proactive Board. Monthly Condos Fees in 2025 were actually reduced and since 2024 have only increased by $2 a month. The Milestone Inspection and Capital Reserve Study are complete. THIS VILLA HAS NO PREVIOUS ASSESSMENT ADDED TO MONTHLY HOA FEES! This wonderful villa exemplifies “Florida Gulf to Bay Living” at its finest. Perfect for couples or individuals seeking paradise! Schedule your private tour today and make these experiences a reality.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Deborah "Debby" McCaig, Coldwell Banker Realty