Displaying: For Sale
Location: Longboat Key
Property Type(s): Condos
Price: $600,000 to $699,000
Do Not Show Listings
Longboat Key - 27 properties found
842 BAYPORT WAY, LONGBOAT KEY, FL 34228
$625,00085 Days on yellowkey MLS ID: A4687058
REDUCED by $50,000 (7.4%) on 06/16/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1260 Built: 1983 Tax: $5,662 (2025)Community: Bayport Bch & Ten Ph FSpa: NoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,662
Elementary School: Southside Elementary
High School: None
Tax Year: 2025
Middle School: Booker Middle
Remarks: Poised within the Gulf to Bay community of Bayport Beach and Tennis Club, 842 Bayport Way offers 1570 square feet of effortless indoor-outdoor living. This comfortably furnished first floor corner residence gives the feeling of a private home with the ease of low maintenance living. A favorite feature of this property is the screened lanai that opens to a west facing extended brick patio. Perfect for easy mornings and catching brilliant sunsets. Step out the garden gate to landscaped grounds and a direct path to deeded beach access across the road. For pet owners, Bayport is small-pet friendly, and this walk-out location makes dog-walking especially easy. Inside, The open layout includes a spacious kitchen, combined living and dining, a primary bedroom with office nook, ensuite bath with dual vanities and walk-in closet,second bedroom and full bath, plus the convenience of full sized in unit laundry, covered parking and private storage closet. There is also a brand new high efficiency HVAC system and a 2023 hot water heater. Bayport is celebrated for its timeless Tim Seibert architecture, exceptional amenities, and easy resort lifestyle. Residents enjoy a heated Jr. Olympic pool, clubhouse, fitness center, tennis, bocce ball, and shelled walking paths among 27 acres of exquisitely landscaped tropical grounds,. Along the bay shoreline, a fishing pier, kayak launch and storage is perfect for morning paddles or simply enjoying nature . On the Gulf side, 1,200 feet of deeded beach access, complete with loungers and umbrellas, makes enjoying Longboat Key’s famously uncrowded beaches effortless. The condo has rented off-season for several years and has everything one needs to start enjoying right away. A favorable rental policy offers excellent income opportunity. Located mid-key, Bayport keeps you close to shopping, daily conveniences, great island dining, and the vibrance of Sarasota, all while feeling tucked away and serene. Settle in and enjoy a slice of true paradise on Longboat Key.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Rosemarie Mckee (941-504-9396)
4350 CHATHAM DR #Unit E-208, LONGBOAT KEY, FL 34228
$640,000208 Days on yellowkey MLS ID: A4672221
REDUCED by $35,000 (5.2%) on 06/17/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1316 Built: 1969 Tax: $6,535 (2025)Community: Longboat HarbourCondo
Taxes:$6,535
Elementary School: None
Middle School: None
Remarks: One or more photo(s) has been virtually staged. NEW PRICE IMPROVEMENT! REDUCED $35,000! NEWLY REMODELED • COASTAL LUXURY RESIDENCE Longboat Harbour • Building E #208 | Corner End Unit • Bay & Harbour Views. CLOSEST BUILDING TO A SHORT WALK ACCROSS THE STREET WITH A PRIVATE DEEDED GULF BEACH ACCESS WITH PAVILION, RESTROOMS AND SHOWERS TOTALLY REMODELED FROM FLOOR TO CEILING second-floor corner residence in the highly sought-after Longboat Harbour Community. This light-filled home captures sweeping views of Sarasota Bay and Longboat Harbour. This spacious two-bedroom, two-bath retreat has been transformed with exceptional attention to detail. Elevated finishes, a soothing coastal palette, and an airy open layout blend modern luxury with effortless livability. Corner units of this caliber are rarely available. From the two bedrooms, you step out to the exceptionally Large Lanai with floor to ceiling sliding glass doors. A SHOWCASE KITCHEN WITH TWO SUNLIT WINDOWS AND WATER VIEWS Elegant, functional, and beautifully appointed: • Frigidaire Professional stainless steel appliances • Gleaming quartz countertops • 9-inch deep sink • Pull-out cabinet shelving • Pantry closet • Designer tile backsplash • Large Eat-In Kitchen with water views & sunsets • Instant hot-water. LUXURIOUS PRIMARY SUITE An elevated retreat professionally designed for comfort and relaxation • Private ensuite bath • Custom California Closet walk-in wardrobe • Built-in desk feature • Remote-controlled luxury solar shades. RESORT-INSPIRED AMENITIES Longboat Harbour offers a lifestyle unmatched on the Gulf Coast: • Designated covered parking spot conveniently located • Personal storage space on the third floor • Private deeded Gulf beach access with pavilion, restrooms & shower • Four sparkling pools • Fitness center & sauna • Tennis & pickleball courts • Billiards room, library & meeting rooms • Picnic areas with grills • Putting green • Fishing pier • Affordable resident-only boat dockage • KAYAK LAUNCH and KAYAK WHICH SELLER WILL BE GIFTING TO THE BUYER. Enjoy effortless waterfront living and endless ways to explore the natural beauty of Longboat Key. PROPERTY ENHANCEMENTS & UPDATES: Thoughtfully improved for comfort, reliability, and peace of mind: • NO HURRICANE DAMAGE OR FLOODING • Bosch Washer & Dryer • Newer AC: 12/5/21 • Newer Hot Water Heater: 3/3/17 • New roofs throughout the community • Electrical and plumbing systems updated. A BEAUTIFULLY RENOVATED INTERIOR THAT CREATES THE ULTIMATE COASTAL LIFESTYLE/ THE MONTHLY HOA FEE INCLUDES HAZARD, HURRICANE AND FLOOD INSURANCE/ RESERVES HAVE BEEN FULLY FUNDED
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Billie Chipain (941-587-8556)
605 SUTTON PL #201, LONGBOAT KEY, FL 34228
$619,00089 Days on yellowkey MLS ID: A4687586
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1148 Built: 1973 Tax: $6,756 (2025)Community: Sutton PlaceCondo
Taxes:$6,756
Elementary School: Anna Maria Elementary
High School: Bayshore High
Middle School: Martha B. King Middle
Remarks: This is the one you have been waiting for!! INCREDIBLE UNOBSTRUCTED BAY VIEWS & BREATHTAKING SUNRISES from this light-filled CORNER unit in the beach-to-bay community of Sutton Place. Enjoy stunning vistas from nearly every room through impact windows and doors! Meticulously maintained and beautifully renovated, this spacious two-bedroom, two-bath coastal retreat is truly exceptional. The thoughtfully designed open concept chef’s kitchen with premium cabinetry, plentiful storage, and Cambria quartz countertops seamlessly connects to the expansive living area through a custom dining island with wraparound seating. Plantation shutters throughout the kitchen and living area add to the coastal island feel. The enclosed lanai, featuring walls of glass that span along the rear of the unit, provides an ideal setting for morning coffee, evening relaxation, remote work, or accommodating additional guests. The spacious primary and secondary bedrooms provide exceptional views, each with direct access to the lanai through impact-rated sliding doors. The serene primary bedroom boasts a generous walk-in closet fitted with a custom organizer and an elegantly renovated bathroom with a walk-in shower, complete with a linen closet. The secondary bedroom offers ample storage with a double closet, also fitted with custom organizers. The adjacent guest bath has been tastefully renovated. Parking is easy with a covered, assigned space in a convenient location, plus plenty of overflow and guest parking. While the stairs are easily accessible; there is also an elevator for added convenience. The in-building storage unit provides extra space for any additional storage needs. Sutton Place offers a wide range of amenities, including two heated swimming pools, a community clubhouse, marina facilities with boat slips (current wait list but only $300 annually!!), kayak storage equipped with electric launch, a fish cleaning station, designated grilling areas, car wash stations, and deeded beach access with private beach pavilion featuring storage lockers, showers, and restrooms. The community successfully endured the recent storms, experiencing minimal overall damage and no impact to any individual units. With its exceptional location, unmatched views, and wonderful amenities, this property is an opportunity not to be missed! Schedule your private showing today!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Melissa Rodocker (703-969-2345)
4234 GULF OF MEXICO DR #M1, LONGBOAT KEY, FL 34228
$649,0005 Days on yellowkey MLS ID: A4696419
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1150 Built: 1973 Tax: $2,383 (2025)Community: Pelican Harbour & Beach ClubCondo
Taxes:$2,383
Remarks: It really is all about the location- and of course the view! Situated on gorgeous Sarasota Bay, this lovely two bedroom, two bath first floor condo offers a walk out to the sculpted grounds of Pelican Harbour and great water views of the bay from your private screened lanai. Recently professionally renovated in tasteful coastal chic, this beautifully updated condo boasts new hurricane impact windows, designer Samsung kitchen appliances, ceramic tile flooring, an island kitchen with granite countertops and white shaker wood cabinets, ceiling fans, plantation shutters, closet built-ins, washer and dryer, and new window treatments. New AC (2025). Pelican Harbour and Beach Club is a pet friendly community and offers world class amenities including private gulf beach access, a heated resort-style pool, kayak and bike storage, day dock, tennis, and pickleball. This well-maintained community has successfully completed its milestone inspection, has fully-funded reserves, and has no special assessments. Association fees include building maintenance, landscaping, building insurance, cable, water, sewer, trash, professional management, and pest control. The community has covered reserved carports, new roofs and a composite day dock that is perfect to enjoy a cup of coffee while catching those stunning Florida sunrises over water. Pelican Harbour is centrally located mid key, with convenient access to St. Armands Circle, Bayfront Park, Publix, and fine dining at a number of outstanding restaurants. Your unique opportunity to enjoy the Longboat Key lifestyle awaits!
Listing Agent: John Thorson, Pa (941-914-1366)
521 BAYPORT WAY #521, LONGBOAT KEY, FL 34228
$649,00010 Days on yellowkey MLS ID: TB8518960
0 Days Off yellowkey (back on 6/18/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1260 Built: 1980Monthly Fee: $1,978 Tax: $5,669 (2025)Community: Bayport Bch & Ten Ph ACondo
Taxes:$5,669
High School: Booker High
Remarks: Under contract-accepting backup offers. Discover the essence of coastal resort living at Bayport Beach & Tennis Club on Longboat Key, a beautifully landscaped 27-acre Gulf-to-Bay community where every day feels like a vacation and the timeless charm of island living unfolds amid tropical beauty and world-class amenities. Surrounded by mature vegetation and scenic walking trails, this exceptional property offers 1,200 feet of private deeded Gulf of Mexico beach access just across the street and Sarasota Bay at your doorstep, complete with a fishing pier and kayak launch for enjoying Florida's spectacular waterfront lifestyle. This residence offers comfortable, maintenance-free living with an open floor plan, a tastefully updated kitchen, inviting indoor-outdoor living spaces, a private lanai, impact-resistant windows and doors, private covered parking, a private mailbox, and a private storage room ideal for bicycles and beach gear. Whether enjoying morning coffee on the lanai, taking an evening stroll along the beach, or watching Longboat Key's world-renowned sunsets paint the sky steps from your door, every day feels like a retreat. Residents enjoy an impressive collection of resort-style amenities, including a heated Junior Olympic lap pool, four Har-Tru tennis courts, a fitness center, clubhouse and community room, bayside fishing pier, kayak launch and storage areas, and an active, welcoming social atmosphere. On-site management and meticulously maintained grounds further enhance the carefree island lifestyle. Ideally located on infamous Longboat Key, Bayport offers the perfect balance of tranquility and convenience, just moments from Publix, Ace Hardware, pickle ball facilities, waterfront dining, exceptional shopping, boating, golf, St. Armands Circle, the Ringling Museum, dog parks, and the cultural attractions of downtown Sarasota. More than simply a condominium, Bayport is an opportunity to embrace one of Florida's most desirable island lifestyles, and this residence represents an exceptional value and one of the most attractively priced opportunities within this highly sought-after community. Come experience why so many residents say that living at Bayport isn't just owning a home—it's embracing a year-round island resort lifestyle that others only experience on vacation.
Listing is courtesy of: PERSONAL REALTY ADVISERS (727-317-7653)
Listing Agent: Rob Coscia (239-770-2683)
490 N SHORE RD #6, LONGBOAT KEY, FL 34228
$699,000342 Days on yellowkey MLS ID: A4657668
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1350 Built: 1978 Tax: $4,481 (2024)Community: Northgate Of Longboat KeySpa: NoCondo
Taxes:$4,481
Tax Year: 2024
Remarks: This rare offering is all about the one-of-a-kind BREATHTAKING VIEWS overlooking multiple waterways across Greer island, towards the Intracoastal and out to the gorgeous Gulf of Mexico sunsets! Situated on the quiet north end of Longboat Key in a boutique waterfront, building containing only 9 townhouse style residences: this is island living at its best! It features two bedrooms and 2 and a half baths plus a bonus ground floor air conditioned room and a workshop. Take the steps up to your first living level and enjoy a galley kitchen open to the large great room with sliders to one of 2 outdoor balconies above the ground level, poolside covered porch. On this level is also a half bath. Take the steps up to the second level and the views become even more astounding through the sliders from the Primary ensuite bedroom! Here you will also find the 2nd bedroom and the second bath. Besides the sparkling waterside pool, this small and friendly community has 3 small docks available that allow for easy water access with your kayak, paddleboard or small boat. And don’t forget it has its own clay tennis court as well. One of the nicest and widest beaches on Longboat Key is located just down the street and it wraps all the way around Greer island where you can stand and admire your condo across the waterway from your walk! Multiple restaurants and shopping destinations are within a bike ride or short walk away and the cultural epicenter of downtown Sarasota and Bradenton are just off island when you choose to leave. This may well be the laid-back island life style you are searching for.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-383-7591)
Listing Agent: Jodene Moneuse, Pa (941-302-4913)
5260 GULF OF MEXICO DR #403, LONGBOAT KEY, FL 34228
$649,999169 Days on yellowkey MLS ID: A4677090
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1128 Built: 1974 Tax: $5,922 (2024)Community: The Banyan Bay ClubSpa: NoCondo
Taxes:$5,922
Remarks: This beautifully maintained, ground-floor 2-bedroom, 2-bathroom condo in the desirable Banyan Bay Club offers an exceptional opportunity to own a spacious, modern / updated, move-in-ready home perfectly positioned in a charming, pet-friendly gulf-to-bay community. This unit combines convenience, amenities, and a relaxed coastal lifestyle—all at an outstanding location. This Banyan Bay condominium has an open floor plan with plank style ceramic tile throughout, recently updated featuring new cabinets, vanities, quartzite/quartz countertops and new stainless steel appliances; new Central Air system, and new hot water heater, in-unit full-size washer & dryer, modern tile design in bath, extra sleeping nook for added flexibility, tastefully furnished (can be sold furnished), private patio nestled under a majestic banyan tree-ideal for morning coffee or evening cocktails, large glass hurricane sliders & windows offering a garden view, fiber optic internet included for each unit. SQUARE FOOTAGE IN SLEEPING NOOK IS ADDED TO MAKE THE INTERIOR SQ FTG 1163. The resort-Style Community Amenities (steps from your door): heated community swimming pool, newly resurfaced tennis and pickleball court, fully equipped fitness center, clubhouse with social hall and full kitchen, new day dock, fishing pier, kayak/paddleboard launch, & storage, private gulf beach access with complimentary lounge chairs on the sand, assigned covered carport parking plus ample guest parking, exterior storage for beach gear, on-site manager and carefree exterior maintenance handled by the association, bicycle storage and mature tropical landscaping with giant banyan trees. Unbeatable Location-why Mid-Key is Best! Everything you need is within walking distance; numerous restaurants & cafes, boutiques, beautiful Durante Park with shaded trails and playground, 3 minute walk to your private Gulf beach, 1-minute walk to the community pool, gym, clubhouse, and courts,. This 44-unit condominium offers a social atmosphere, plenty of activities, up to 2 pets allowed (no weight or size limit). Whether you are seeking a full-time residence, vacation getaway, second home or investment property (valued returning renter’s incomes can offset HOA fees), this immaculate condo is ready for you to move in and start enjoying the island lifestyle today. Don't miss this combination of location, amenities and value on Longboat Key!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Kaitlin Kuhn (941-400-7861)
4430 EXETER DR #M108, LONGBOAT KEY, FL 34228
$649,900173 Days on yellowkey MLS ID: A4676513
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1376 Built: 1970 Tax: $8,026 (2024)Community: Longboat HarbourSpa: NoCondo
Taxes:$8,026
Remarks: Stunning Sarasota Bay Views from a Move-In-Ready First-Floor Spacious Corner Unit! Wake up to breathtaking, unobstructed Sarasota Bay vistas in this turnkey first-floor corner residence, designed with upscale Tommy Bahama–inspired flair. This exceptional home blends luxury island living with immediate rental potential, offering panoramic water views from both the primary and guest bedrooms, while the pool lies just steps from your private patio. Elegantly remodeled, the home showcases porcelain tile floors, solid doors, crown molding, granite windowsills, and solar film on rear windows and sliders for added privacy and comfort. The open, light-filled kitchen is a chef’s delight, featuring solid wood cabinetry, granite countertops, stainless steel appliances, and a double oven range. Both bathrooms are thoughtfully updated with cast-iron tubs, granite countertops, and dedicated heat and air vents. Additional highlights include a full-size in-unit washer and dryer, a large water heater, and covered parking space #67 . The residence comes with a long-standing seasonal tenant and a transferable lease. Located in the premier M Building at Longboat Harbour, residents enjoy resort-style amenities including a private gated beach club(4415 Gulf Of Mexico dr ), four heated pools, tennis and pickleball courts, fitness center, kayak storage, and boat docks on first come base- power and sail boats. A new roof is underway with assessment already paid, and no storm damage has occurred. This is a rare opportunity to own a move-in-ready, elegantly upgraded waterfront retreat in one of Sarasota’s most sought-after communities.
Listing Agent: Malihe Karimi (941-376-5099)
2055 GULF OF MEXICO DR #G2-213, LONGBOAT KEY, FL 34228
$610,000104 Days on yellowkey MLS ID: TB8485915
REDUCED by $12,000 (1.9%) on 06/10/2026
Bed: 1 Bath: 1.5 Liv Area Sq Ft: 1094 Built: 1974 Tax: $5,426 (2025)Community: Seaplace ICondo
Taxes:$5,426
Remarks: NO expense spared and everything replaced! Gulf and greenbelt views await from your top floor Seaplace condo! Completely remodeled. This gorgeous gulf-facing oversized one bedroom, 1.5 bath end unit with vaulted ceilings features 1,094 square feet of living space and spacious lanai adding an additional 112 square feet with custom 95% UV blocking solar shades. The convenient second floor location provides quick access to the beach, which is only 178 yards from your front door. Enjoy beautiful sunsets with a glass of wine, while taking in the peaceful greenbelt and gulf views from your screened-in lanai complete with high quality Polywood outdoor furniture and Modern Forms WIFI enabled ceiling fan. The spectacular remodel includes new hurricane impact sliding glass doors and bedroom window, new front door and casement window, HVAC unit replaced in 2022, LG Thin Q stacked washer and dryer, ceiling fans in bedroom and living room, Nest programable WIFI thermostat, all new plumbing and plumbing fixtures, all electrical replaced including electrical outlets, new switches and LED recessed lighting throughout. The new porcelain plank "driftwood look" floor tiles throughout the condo and into the Lanai compliment the coastal, beachy vibe of the Cypress Pecky Wood and shiplap accent walls. The gourmet kitchen was completely redesigned with an open concept and includes Kraftmaid soft close wood cabinetry and drawers, GE Cafe appliances suite with convection oven, warming drawer and conduction cooktop, floating shelves and Cambria Quartz counters. The popcorn ceilings were removed and re-plastered with smooth texture throughout. Both bathrooms have new vanities with Cararra marble counters, tile accent walls, including Calcatta Gold Marble Penny tile in half bath and redesigned primary bath. The bedroom features custom open concept built-in closets with soft close drawers and doors. Custom woven wood shades in living room and black out shades in bedroom. Other features include all new solid core interior doors, expansive storage closet under the stairs, owner's locker in common area, dedicated bike storage room adjacent to condo and one assigned parking space. Situated on 42 acres of manicured resort grounds and amenities, Seaplace is one of Longboat Key's most desirable communities. Enjoy two Olympic sized swimming pools, spas, one mile of trails along the shore and throughout the complex, 3 tennis courts, remodeled club house, fitness center, barbecue islands and parklike grounds. Whether you are looking for a vacation get-away, second home, investment property or permanent residence, this is the one! Seaplace is a gated community with a 24-hour guarded gate. Situated only one complex North of the famed St. Regis Luxury Hotel and Residences. This lovely condo is sold completed outfitted, fully-furnished with high quality furnishings from Pottery Barn, Restoration Hardware and comes complete with two fairly new Schwinn bicycles. Must see to appreciate. Owner has a real estate license in CA.
Listing is courtesy of: CONTINENTAL REAL ESTATE GROUP (877-996-5728)
Listing Agent: Derek Eisenberg
LONGBOAT KEY, FL 34228
$650,000104 Days on yellowkey MLS ID: A4684728
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1300 Built: 1969 Tax: $5,107 (2024)Community: Spanish Main Yacht ClubSpa: NoCondo
Taxes:$5,107
Remarks: One or more photo(s) has been virtually staged. This gorgeous two-bedroom, two-bath Spanish Main standalone villa is a must-see! The fully complete custom remodel has been beautifully and tastefully appointed with meticulous craftsmanship. So many upgrades. Starting with the neutral tile plank flooring that runs throughout the villa, providing a seamless flow from room to room. The kitchen is a chef's dream. All wood 42-inch cabinets complete the kitchen with tons of storage, slow-close drawers, under-counter sink. Friends and family will love the oversized kitchen with all your new appliances and served on the large quartz counter/island that will easily seat seven barstools. The open floor plan allows for easy social gatherings. The primary bedroom has an en-suite bath with a spacious shower with custom glass frameless shower doors. Double sinks are topped off with beautiful lighting. The walk-in closet provides plenty of storage and is complete with sensor lighting. New double heavy wood and glass doors separate the primary bedroom from the spacious lanai. The lanai is the place to sit and enjoy the view of the lush wetlands that provide privacy and a sense of tropical retreat in your backyard. The expansive lanai can be used as a flex room, such as a dining area, office, reading room, a third sleeping place or workout area. Roof new in 2019 plus all hurricane windows and doors. Go out the hurricane-grade sliders to see the view of the Bay waters and smell the sea air. The Bay view from the lanai and backyard is lovely and definitely an added bonus that adds even more beauty to your backyard paradise. Feel secure with motion sensor lights at back of the home. Electric blinds on the windows provide ease of privacy and light control. A retractable awning will allow you to enjoy your oversized brick paver patio without the warm Florida sun being an issue. Extra outdoor PVC storage room. This vibrant 55-plus community of Spanish Main Yacht Club neighborhood is full of wonderful neighbors, and lots of amenities, shuffleboards, swimming pool, private deeded beach access to the gorgeous Longboat Key beaches and warm Gulf waters. Fishing, boating, cycling and more. Close to St. Armands Circle and downtown Sarasota makes this location ideal for shopping, dining, theater, botanical gardens, airport and more. All 212 units in Spanish Main Yacht Club are under FEMA regulations, guidelines and stringent adherence to rebuild specifications. New owners will receive any balance of insurance funds that are allotted to this villa. Call for details. All FEMA regulations completed, including inspections. Ready to enjoy your piece of paradise. Can be under 55 to purchase. With 1,300 square feet under air since lanai was closed in.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Kimberly Freiwald (941-256-6775)
4234 GULF OF MEXICO DR #Q2, LONGBOAT KEY, FL 34228
$628,000470 Days on yellowkey MLS ID: A4643486
REDUCED by $20,800 (3.2%) on 06/03/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1150 Built: 1973 Tax: $6,219 (2025)Community: Pelican Harbour & Beach ClubCondo
Taxes:$6,219
Remarks: Beautiful, custom 2024 renovated second floor two bedroom, two bathroom Pelican Harbour & Beach Club condo with panoramic Sarasota Bay views plus Deeded Beach access right across the street. Stunning water views across Sarasota Bay are yours from the Great Room, the Primary Bedroom & from your waterfront, covered & screened in Balcony. Entertain your guests here or enjoy your own private dining outdoor lanai. Almost everything is new & improved in this open concept, sunny & bright home from updated electrical to new impact resistant hurricane proof sliders & windows throughout. You’ll really enjoy the large new window in the kitchen with great views of the pool so you can keep an eye on family & grandchildren. The totally redesigned kitchen features all new custom raised panel cabinetry with soft close drawers, light gray with graining Quartz center island & kitchen counters, Frigidaire Gallery induction cooktop, white subway tile back splash & built in Whirlpool microwave & oven. Newly installed Luxury Vinyl Plank flooring is 9” wide plank in a light oak color. Other improvements include a wine refrigerator, a n HVAC system installed in 2023 plus a new roof on this building in 2024 & exterior painted in 2024. The Sellers have invested close to $100,000 to accomplish this stunning remodel. The open floor plan features a large Great Room which includes the dining area & the living room with several couches plus a double bed size Murphy bed attractively hidden between two built in bookshelves & cabinetry for extra sleeping accommodation. The generous sized Primary Bedroom with En Suite bath has serene waterfront Bay views with sliders opening to the screened in balcony. The En Suite features dual sinks, a custom walk-in tub/shower combo & a Toto toilet. The second guest bedroom is bright & comfortable with an adjoining bath with a shower. Bonus feature of the in unit laundry room is a full size LG high efficiency washer & dryer. There is abundant storage room in this unit especially in the number of new kitchen cupboards, storage areas & closets. Assigned storage lockers are also available in the mail room. Pelican Harbour & Beach Club condominium complex offers one of the best Amenity packages on Longboat Key including 200 feet of private deeded beach with new lounge chairs and beach side bathroom, resort style heated pool, adjoining clubhouse, marina with newly built boat docks and fishing docks for boats up to 28 feet with Sarasota Bay frontage of 800 feet, kayak storage & launch area and is large dog/pet friendly complex plus has tennis & pickleball courts which have recently been renovated & painted. On site maintenance staff plus a professional management company, funded reserves and has successfully passed its milestone inspection for the beach side midrise condo building plus has installed brand new roofs & hurricane rated carports. None of the units in this building sustained any damage from hurricanes Helene or Milton or had any water intrusion. Pelican Harbour’s perfect location at Mid Key Longboat is close to all the best restaurants & shops on Longboat Key and Bay Front Park which offers walk in pickleball games, tennis courts, dog park areas plus an exercise/fitness classes building.
Listing Agent: Maruta Miluns (941-374-9702)
3330 GULF OF MEXICO DR #107D, LONGBOAT KEY, FL 34228
$675,00054 Days on yellowkey MLS ID: A4692214
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1362 Built: 1971 Tax: $3,367 (2025)Community: Longboat ArmsCondo
Taxes:$3,367
Remarks: Island Elegance on the Bay: A Turnkey Waterfront Sanctuary! Escape to the serene shores of Longboat Key and experience the pinnacle of coastal luxury at 3330 Gulf of Mexico Drive. This meticulously reimagined, two-bedroom, two-bathroom residence offers a rare "walk-out" lifestyle, where lush green lawns meet the shimmering waters of the Sarasota Bay. The Interior: Modern Luxury Meets Tropical Soul. No detail was spared in this fully renovated, turnkey-furnished masterpiece. Step inside to find an open-concept sanctuary defined by high-end finishes and a sophisticated "island chic" aesthetic. Gourmet Kitchen: Features crisp white cabinetry, designer backsplash, and premium stainless steel appliances, perfect for the culinary enthusiast. Designer Living: Relax in a sun-drenched living area adorned with organic textures, custom wood-slat feature walls, and curated furnishings that reflect the colors of the coast. Master Suite: A true retreat, the primary bedroom opens directly to the outdoors, allowing you to wake up to the gentle sounds of the bay and the rustle of palm trees. Spa-Inspired Baths: Indulge in sleek, modern bathrooms featuring frameless glass showers, backlit mirrors, and contemporary vanities. The "Florida Room" Experience: The heart of this home is the climate-controlled Florida Room. Encased in floor-to-ceiling glass, this versatile space offers an effortless transition to the outdoors. Whether you're sipping your morning coffee or hosting a sunset dinner, you'll enjoy front-row views of local wildlife, passing boats, and the sparkling bay. Unrivaled Amenities & Location: Situated within the coveted Longboat Arms community, you'll enjoy a resort-style lifestyle with access to: Waterfront Perks: Private boat slips, a boat ramp, and kayak storage for the ultimate bayfront adventure. Leisure & Sport: A heated community pool and tennis courts just steps from your door. Deeded Beach Access: Simply cross the street to sink your toes into the world-famous white sands of Longboat Key's private beaches. Prime Location: Located on the south end of the Key, you are mere minutes from the upscale dining, boutique shopping, and cultural arts of St. Armands Circle and Downtown Sarasota. Your Turnkey Paradise Awaits: Offered fully furnished with a curated selection of "Artful Living" decor, this condo is ready for immediate enjoyment. Whether you're looking for a seasonal getaway or a permanent slice of paradise, this is the coastal retreat you've been waiting for. Experience the beauty for yourself. Welcome home to Longboat Key.
Listing is courtesy of: CENTURY 21 BEGGINS ENTERPRISES (813-658-2121)
Listing Agent: Jesse Griffin (941-822-6165)
225 SANDS POINT RD #6201, LONGBOAT KEY, FL 34228
$675,000176 Days on yellowkey MLS ID: A4676042
REDUCED by $115,000 (14.6%) on 06/04/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 642 Built: 1983 Tax: $7,304 (2025)Community: Inn On The Beach Ph IiiCondo
Taxes:$7,304
Remarks: Tropical elegance awaits in this thoughtfully updated Junior Suite, which pairs tranquil lagoon views with strong rental potential through the established hotel program. Impact-rated sliding glass doors lead to a private, open terrace with a glass railing, allowing the lush, tropical setting to remain the focal point while inviting the outdoors in. Inside, the residence feels airy and welcoming thanks to 10’ ceilings and a carefully curated blend of textures and finishes. Faux wood tile floors run throughout, complemented by crown molding and warm wall accents with shiplap detailing that add depth and character without overwhelming the space. The dining nook is intimate and inviting, enhanced by a rich wood feature wall that creates a relaxed, comfortable atmosphere for casual meals or evening unwinding. The kitchen is both stylish and efficient, featuring stone countertops, crisp white cabinetry with glass-panel details, stainless steel appliances and a patterned tile backsplash that brings subtle visual interest. The bathroom continues the elevated feel with a spa-inspired design, offering dual vanities, a walk-in glass shower with detailed tilework and natural textures that create a calming retreat after a day in the sun. Offered fully furnished and seamlessly integrated into the hotel rental program, this residence allows owners to enjoy flexibility while benefiting from resort-level operations. Ownership includes access to the exclusive 410-acre Longboat Key Club, with five acclaimed dining venues, 45 holes of championship golf, the award-winning Tennis Gardens, spa and fitness facilities, a private white-sand beach with attendant service, and a full-service marina. Recent property-wide updates to guest rooms, pool areas, dining spaces, and services further enhance the experience at this AAA Four-Diamond destination.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Bruce Myer (941-376-5311)
225 SANDS POINT RD #7205, LONGBOAT KEY, FL 34228
$675,000176 Days on yellowkey MLS ID: A4676041
REDUCED by $24,000 (3.4%) on 06/04/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 642 Built: 1983 Tax: $7,183 (2025)Community: Inn On The Beach Ph IiiSpa: YesCondo
Taxes:$7,183
Remarks: This beautifully remodeled Junior Suite captures serene lagoon views while offering excellent income potential through the established hotel rental program. Hurricane-impact sliders frame the space and open to a private terrace with glass railing, allowing uninterrupted views across the tropical lagoon setting. Sold fully furnished, this residence is truly turnkey, blending personal enjoyment with resort-style investment appeal. Inside, soaring 10’ ceilings enhance the sense of space and comfort, complemented by faux wood tile floors, crown molding and warm wood accents with shiplap detailing that add texture and character. A quaint dining area features a rich wood accent wall, creating a cozy yet refined atmosphere. The kitchen is thoughtfully appointed with stone countertops, white cabinetry with glass panel accents, stainless steel appliances and a striking tile backsplash that adds visual interest without overpowering the space. The spa-inspired bath continues the elevated feel, finished with shiplap walls, dual vanities and a walk-in glass shower adorned with gorgeous tilework. Every detail has been considered to create a polished, welcoming retreat for guests and owners alike. As part of the hotel program, ownership includes access to the exclusive 410-acre Longboat Key Club. Enjoy 5 distinctive restaurants, 45 holes of championship golf, the renowned Tennis Gardens, spa and fitness facilities, a private white-sand beach with attentive service, and a full-service marina, all proudly recognized with the AAA Four-Diamond Award.
2110 HARBOURSIDE DR #523, LONGBOAT KEY, FL 34228
$659,000119 Days on yellowkey MLS ID: A4682869
REDUCED by $40,000 (5.7%) on 06/03/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2031 Built: 1988 Tax: $5,680 (2025)Community: Fairway BaySpa: NoCondo
Taxes:$5,680
Remarks: Welcome to the Atrium—one of Longboat Key's most exceptional waterfront addresses. Perfectly positioned along the sparkling waters of Sarasota Bay, this stunning three-bedroom residence offers breathtaking panoramic views that will captivate you from sunrise to sunset. The spacious chef's kitchen is designed for both function and style, featuring abundant cabinetry, stainless steel appliances, and a double oven for the culinary enthusiast. Imagine preparing meals while gazing out at the endless blue waters of the bay—a view that never grows old. The thoughtfully designed split-bedroom floor plan provides privacy and comfort for family and guests. The expansive primary suite is a true retreat, surrounded by sliding glass doors that fill the room with natural light, welcome refreshing bay breezes, and provide direct access to the terrace where spectacular waterfront views await. This is coastal living at its finest. Ownership includes exclusive membership to the Bay Isles Beach Club, offering deeded beach access, social activities, scenic walking trails, heated pools, a state-of-the-art fitness center, tennis and pickleball courts, clubhouse amenities, and convenient kayak launches. For those seeking an even more elevated resort experience, optional membership to the Longboat Key Club provides access to championship golf, world-class Har-Tru tennis courts, a luxurious spa, waterfront dining, and a deep-water marina. Perfectly situated just minutes from St. Armand's Circle and downtown Sarasota's vibrant arts, shopping, and dining districts. Location, location, location is number one in Real Estate and this unit gets the award.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Caroline Mitchell (913-787-3131)
3070 GRAND BAY BLVD #632, LONGBOAT KEY, FL 34228
$699,000597 Days on yellowkey MLS ID: A4627468
REDUCED by $25,900 (3.6%) on 04/28/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1276 Built: 1995 Tax: $7,802 (2024)Community: Grand Bay 6Spa: YesCondo
Taxes:$7,802
Remarks: Move in ready and beautifully updated two bedroom two bath Bimini model in Grand Bay nestled within the secure gated enclave of Bay Isles. Located on the third living level of the four level over parking building 6, you will enjoy panoramic views of Sarasota Bay as you gaze out from your almost 400 foot wrap around terrace offering sunrise and sunset views. This particular condo has been tastefully updated with new variable speed HVAC with humidity control, Wi-Fi Thermostat & 12 year warranty on compressor in 2024; new water heater & significantly updated kitchen in 2026; new refrigerator, washer & dryer, Hunter Douglas battery operated remote-controlled window treatments, lighting & plumbing fixtures & freshly painted all in 2023. Nothing more to do but to move in and enjoy everything Grand Bay, Longboat Key and Sarasota have to offer especially with the recently renewed transferable Home-Tech service contract! Your amenities include two large resort style heated swimming pools and spas, tennis courts, state of the art fitness center and expansive clubhouse with social activities as well as access to the private white sandy well maintained beach at the Bay Isles Beach Club on the Gulf of Mexico. You will also have access to beautiful peaceful walking trails winding along the bay front, marina and golf courses. A short drive will lead you to choice eateries along Gulf of Mexico Drive or over the bridge to St Armands Circle and downtown Sarasota.
Listing Agent: Richard Perlman (941-228-8580)
4310 FALMOUTH DR #102, LONGBOAT KEY, FL 34228
$649,900152 Days on yellowkey MLS ID: A4679011
REDUCED by $10,100 (1.5%) on 04/30/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1072 Built: 1969Monthly Fee: $1,410 Tax: $6,739 (2024)Community: Longboat HarbourCondo
Taxes:$6,739
Remarks: Recently reduced—don’t miss this opportunity. No special assessments after the 2024 storms, no history of flooding, well-funded reserves, and structural soundness supported by SIRS report! Exceptional value for a Longboat Key condo with private beach access. Enjoy deeded Gulf access with a residents-only community beach house featuring bathrooms, indoor/outdoor showers, seating, cabana space, and parking—your personal gateway to Gulf Coast living. Experience exceptional bayfront living at 4310 Falmouth Drive, Unit 102, located in the sought-after Longboat Harbour community on Longboat Key—a premier coastal city and barrier island along Florida’s Gulf Coast, renowned for attracting year-round residents, second-home owners, seasonal residents, and visitors seeking a refined, upscale seaside lifestyle. This A-Building, direct bayfront residence captures full Sarasota Bay views from the kitchen, dining area, living room, enclosed lanai, and primary bedroom—offering a front-row seat to sunrise skies, passing boats, dolphins, manatees, eagles and all kinds of exciting wildlife just 40 feet from the tranquil water vistas. Thoughtfully updated, the home features luxury vinyl flooring, upscale LG quartz Viatera Rococo countertops in the kitchen and both bathrooms, and soft-close drawers and custom cabinetry throughout. The spacious primary suite includes double vanities and a beautifully updated walk-in shower, while the guest bath also offers a walk-in shower with quartz finishes. Significant capital improvements provide peace of mind, including new hurricane-rated windows and sliders (2024, Cat5), HVAC (2021) with approximately 8 years remaining on a 12-year warranty, and a water heater (2023). The enclosed lanai expands usable living space while maintaining sweeping Sarasota Bay views. Offered fully furnished for a seamless, move-in-ready bayfront lifestyle. Longboat Harbour is a gated, resort-style community offering an impressive array of amenities, including four heated pools, tennis and pickleball courts with active player groups, fitness center, sauna, meeting rooms, billiards, putting green, woodworking shop, kayak storage, shuffleboard, locker rooms, fishing piers, two community grills, on-site management, and a protected harbor. Boat slips are available to members of the Longboat Harbour Yacht Club (subject to availability). Enjoy the best of island living with private deeded beach access just a short walk or drive across the street—complete with seating, chair storage, cabana, restrooms, indoor and outdoor showers, parking, and a convenient car-wash area. Additional features in the condo include washer and dryer connections in a hall closet and assigned covered carport parking with abundant guest spaces nearby. In the living room, open the sliders to seamlessly expand your indoor–outdoor living space, or keep them closed and enjoy the patio as an enclosed lanai—then open the glass sliders to let in refreshing coastal breezes and salt air. Located just 7.5 miles north of St. Armands Circle, and a short drive to downtown Sarasota’s Arts District, world-class dining and shopping, with Sarasota-Bradenton International Airport nearby. Direct Sarasota Bay views and private deeded Gulf beach access make this exceptional residence the ultimate Longboat Key lifestyle opportunity.
Listing is courtesy of: MARCUS & COMPANY REALTY (941-932-8550)
Listing Agent: Kerre Allman (941-909-3095)
4960 GULF OF MEXICO DR #206, LONGBOAT KEY, FL 34228
$649,900153 Days on yellowkey MLS ID: A4679160
0 Days Off yellowkey (back on 5/30/2026)
REDUCED by $10,000 (1.5%) on 04/01/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1523 Built: 1975 Tax: $7,738 (2025)Community: Windward Bay AmdCondo
Taxes:$7,738
Remarks: Under contract-accepting backup offers. Public showings are now available for the first time. After months of restricted access due to a tenant, this residence is finally available for public showings. Restricted access resulted in only a handful of private showings, giving today’s buyers a rare chance to discover a home that’s been under the radar. Unbeatable opportunity at $649,900 for a full Bayfront Waterview, corner end-unit on Longboat Key. Exceptionally priced below market value—this residence represents the lowest-priced Bayfront end unit in the highly desirable community of Windward Bay, in over 5 years. A compelling price point, providing rare access for those seeking to own a premium waterfront residence at an extraordinary price. Encompassing 1,523 square feet, this stylishly furnished, two-bedroom, two-bath residence is thoughtfully designed to showcase uninterrupted panoramic Bay views from every room. Natural light fills the open living and dining areas, where expansive windows frame ever-changing Bay views from sunrise through the evening’s sunset. The remodeled 2024 kitchen opens seamlessly to the main living area and features recently completed upper cabinetry and a sophisticated yet functional layout ideal for both relaxed daily living and entertaining. Recently acquired “chic” French doors in both bedrooms open to the Florida Room, a signature feature for Longboat Key residences, offering additional living space to enjoy morning light and serene Bay vistas. The spacious primary suite includes a private en-suite bath and a generous walk-in closet, providing comfort, supporting everyday living, and abundant storage. “Pet Friendly” Windward Bay is a well-established waterfront community known for its mature landscaping, waterfront setting, resort-style amenities, a strong proactive association with solid reserves, and an enduring reputation as one of Longboat Key’s most welcoming communities. (Attributes that continue to attract owners who value lifestyle as much as long-term stability.) The Milestone Inspection and Capital Reserve Study are complete. Windward Bay’s Monthly Condo Fees for 2025 were actually reduced and for 2026 only increased slightly by $13 a month, demonstrating a financially healthy Condo Association. Offered furnished and move-in ready, this corner end-unit provides flexibility as a full-time residence, seasonal retreat, or investment opportunity. From dolphins at dawn to sunsets on the Gulf—every day is paradise. 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, Bridge Street, championship golf courses, renowned restaurants, shopping destinations, and vibrant cultural attractions, you'll never have a shortage of entertainment options. An uncommon offering distinguished by exceptional value, location, and the timeless appeal of gulf to bay living. Private showings are available for those seeking a rare chance to own a premium waterfront residence at an extraordinary price.
Listing Agent: Debby Mccaig (941-544-1713)
4440 EXETER DR #106, LONGBOAT KEY, FL 34228
$649,000117 Days on yellowkey MLS ID: D6146366
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1376 Built: 1970 Tax: $9,714 (2024)Community: Longboat HarbourCondo
Taxes:$9,714
Remarks: Welcome to Longboat Harbour, a gated waterfront community offering resort-style living on beautiful Longboat Key. This first-floor corner unit, N-106, features two bedrooms, two baths, and an assigned covered carport — all set against unparalleled views of Sarasota Bay and the Intracoastal Waterway. Step inside to find ceramis plank flooring throughout and a light-filled, open layout designed to maximize both comfort and scenery. The bright kitchen offers a convenient pass-through to the dining area and living room, allowing you to stay connected with guests while preparing meals. The spacious living room is lined with windows facing the water, delivering breathtaking sunrise views each morning. Sliding glass doors from both bedrooms open to a tiled three-season lanai, complete with additional sliders that lead directly to the outdoors — perfect for embracing Florida’s coastal lifestyle. Both bathrooms feature elegant granite countertops for durability and easy maintenance. ?? Exceptional Community Amenities Include: Private Beach Club with Parking, Four heated pools, Tennis and pickel balls courts, Fitness center, Clubhouse, On-ste manager and boat docks. (Available on a first come basis for sail or power boats) Whether you’re seeking a full-time residence, seasonal retreat, or investment opportunity, this waterfront gem offers the perfect blend of luxury, comfort, and active coastal living.
Listing is courtesy of: KELLER WILLIAMS ISLAND LIFE REAL ESTATE (941-254-6467)
Listing Agent: Roger Richmond (941-456-6281)
1965 GULF OF MEXICO DR #G5-103, LONGBOAT KEY, FL 34228
$649,00032 Days on yellowkey MLS ID: A4694695
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 933 Built: 1977Monthly Fee: $1,416 Tax: $3,123 (2025)Community: Seaplace IiiSpa: YesCondo
Taxes:$3,123
Remarks: Experience coastal living at its finest in this beautifully updated ground-floor residence at Seaplace on Longboat Key. This 2-bedroom, 2.5-bath condominium in the desirable G5 building offers northwest Gulf views and stunning sunset skies from the screened lanai, just steps from the beach. The bright, open-concept floor plan features a sleek modern kitchen with glossy cabinetry, quartz countertops, stainless steel appliances, and a spacious breakfast bar perfect for entertaining. Floor-to-ceiling mirrors enhance the natural light and create a spacious, contemporary feel throughout the living and dining areas. The primary suite offers a peaceful retreat with an updated en-suite bath, while the guest bedroom provides comfort and privacy for family and visitors. Hurricane-impact sliding glass doors and windows provide peace of mind and energy efficiency. Whether you are seeking a vacation getaway, seasonal retreat, investment property, or full-time residence, this move-in-ready condo checks every box. Seaplace is a gated Gulf-front community situated on 42 beautifully landscaped acres spanning from the Gulf to the Bay. Residents enjoy resort-style amenities including 24-hour guard-gated security, a newly remodeled clubhouse, two heated swimming pools, kiddie pool, two hot tubs, three Har-Tru tennis courts, walking trails, fitness center, and private beach access with beach chairs and umbrellas provided. Conveniently located near the Longboat Key Club, St. Armands Circle, and Sarasota’s dining and cultural attractions. Schedule your private showing today and start enjoying the Longboat Key lifestyle!
Listing is courtesy of: MANGROVE REALTY ASSOCIATES (941-957-0080)
Listing Agent: Michael Renick Pllc (941-400-8735)
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