Longboat Key Listings

Some or all of the listings below are provided by the Longboat Key office.
$1,300,000 (USD)
Active

Sarasota Area Condominium

Active

101 Sunset Drive 301 Sarasota, FL 34236

2 Bed
2 Baths
1778 sqft
MLS# A4685269
Virtual Tour
Live every day as if aboard a private yacht with sweeping, unobstructed panoramic views placing you directly above the sparkling waters of Sarasota Bay. This exceptional two-bedroom, two-bath, third-floor corner residence in the sought-after Lawrence Point community immerses you in the rhythm of the bay, from graceful sailboats and sleek yachts to playful dolphins and soaring seabirds, a living symphony of coastal life. Meticulously renovated and designed to capture every ounce of natural light, this contemporary home blends modern sophistication with relaxed waterfront living. The terrace has been thoughtfully enclosed, adding nearly 200 square feet of versatile living space while two additional private balconies offer serene retreats to savor Sarasota’s signature sunsets and gentle bay breezes. Inside, imported Italian porcelain tile flows throughout an open, light-filled layout complemented by contemporary recessed lighting and designer finishes. The gourmet kitchen is a showcase of Italian cabinetry, quartz countertops, and a stone tile backsplash, combining elegant style with abundant storage and functionality. The primary suite provides a peaceful sanctuary with its own private balcony and ample room for a sitting area. The second bedroom offers flexible options complete with a Murphy bed and built-in desk, ideal for guests, a home office, or a creative retreat. Custom built-ins and generous closets throughout ensure impeccable organization and effortless living. Lawrence Point is an intimate, gated bayfront enclave renowned for its tranquil setting and some of downtown Sarasota’s lowest condominium fees. Residents enjoy a heated bayfront pool, meticulously landscaped grounds, on-site management, and a prime location just moments from the cultural heart of Sarasota, the weekend Farmers Market, and the scenic John Ringling Bridge leading to St. Armands Circle and Lido Beach. Covered under-building parking adds daily convenience steps from your door. This is a rare opportunity to own a refined waterfront residence where spectacular views, elegant design, and the effortless Sarasota lifestyle converge.
Listing Courtesy of STELLAR as distributed by MLS GRID / Coldwell Banker Realty / Ryan Ackerman
$1,299,999 (USD)
Active

Sarasota Area Condominium

Active

111 S Pineapple Avenue 1103 Sarasota, FL 34236

2 Bed
2 Baths
1600 sqft
MLS# A4670000
Virtual Tour
Recently enhanced with thoughtful upgrades and design refinements, this 11th-floor residence at The Mark Sarasota presents an elevated, move-in ready opportunity in the heart of downtown. A brand-new shower in the primary suite, refreshed finishes, and carefully curated improvements complement the home’s architectural integrity, further elevating its refined modern aesthetic.

Perfectly positioned above the city, this exceptional condominium spans approximately 1,600 square feet and is defined by 10-foot ceilings, floor-to-ceiling windows, and a seamless connection to Sarasota’s skyline. East-facing exposure fills the residence with natural light, while expansive glass frames dynamic urban views from nearly every room.

The open-concept layout flows effortlessly from the sleek entry into the living, dining, and kitchen areas. Gallery-style walls and sculptural architectural elements create a striking backdrop for art, while hickory hardwood flooring extends throughout, reinforcing the home’s cohesive and contemporary design. Carefully selected color accents and tailored detailing enhance the residence’s clean lines.

At the center of the home is a custom European kitchen from Germany, designed with precision and minimalist sophistication. This distinctive culinary space features smooth cabinetry, a solid applewood island, half-inch stainless-steel countertops with an integrated sink, and professional-grade Miele appliances—including a convection steam oven, induction cooktop, and dishwasher—alongside a Sub-Zero refrigerator and reverse-osmosis water filtration system. The kitchen blends performance and artistry, anchoring the residence’s modern design.

The adjoining living area incorporates custom built-ins for concealed media storage and display, while a sculptural bookshelf subtly defines the dining space—creating an inviting setting for intimate gatherings or evening entertaining. A thoughtfully designed inglenook adds warmth and dimension, anchored by a sleek Evonic fireplace, built-in shelving, and tailored cabinetry.

The primary suite serves as a tranquil urban retreat, framed by expansive glass and skyline views. Custom millwork, integrated seating, and direct access to the private balcony enhance its sense of privacy. The spa-inspired primary bathroom has been recently updated and now features a brand-new shower, hardwood flooring, a handcrafted vanity, dimmable mirrors, and twin gold vessel sinks. A secondary spa-like bathroom continues the elevated design theme with refined finishes and meticulous detailing.

A guest bedroom and den provide flexibility for visitors, a home office, or creative pursuits—each thoughtfully designed with custom storage solutions and designer lighting, completing this architecturally distinctive downtown residence.

Residents of The Mark Sarasota enjoy premier amenities, including a heated saltwater infinity pool, spa, fire pit lounge, outdoor kitchen, club room with catering space and billiards, state-of-the-art fitness center, and 24-hour concierge service. This residence includes a premium covered parking space and a large climate-controlled storage unit conveniently located near the unit.

Situated steps from Main Street, this address places you moments from Marina Jack, Bayfront Park, the Sarasota Opera House, Florida Studio Theater, waterfront dining, boutique shopping, and the city’s thriving arts scene.
Listing Courtesy of STELLAR as distributed by MLS GRID / Coldwell Banker Realty / Roger Pettingell
$1,299,000 (USD)
Active

Longboat Key Area Condominium

Active

1055 Gulf Of Mexico Drive 504 Longboat Key, FL 34228

2 Bed
2 Baths
1503 sqft
MLS# A4663883
Virtual Tour
This direct Gulf-front residence at Beachplace offers an extraordinary opportunity to enjoy the very best of Longboat Key’s beachfront lifestyle. Perfectly positioned to capture unobstructed views of the Gulf of Mexico, this furnished two-bedroom home combines a serene coastal retreat with strong rental potential—producing an average of $70,000 annually in gross rentals. Whether you envision it as your move-in-ready getaway, a property to personalize, or an income-producing property, the possibilities here are unmatched. From the moment you step inside, natural light fills the open floor plan. The welcoming foyer flows into a spacious living and dining area, framed by newer impact-rated walls of glass that extend to the private terrace. This expansive beachfront balcony is a highlight of the home, offering front-row seats to breathtaking sunsets, the sound of gentle waves, and refreshing Gulf breezes. The split-bedroom layout is designed for comfort and privacy. The primary suite enjoys direct terrace access, a large closet, and an en-suite bath with dual vanities. The guest bedroom is equally inviting and privately situated, ideal for hosting family or visitors. Additional features include tile flooring throughout, a well-appointed granite kitchen, and deeded parking—adding everyday ease for seasonal or year-round living. Life at Beachplace feels like a private resort. This sought-after community offers residents 24-hour staffed security, on-site management, a clubhouse perfect for a lively escape, along with Har-Tru tennis courts, a modern fitness center, and heated swimming pool with spa. Pristine beachfront access and lushly landscaped grounds create the ultimate Florida lifestyle. Located on the southern end of Longboat Key, Beachplace provides unmatched convenience. You’re just minutes from the Longboat Key Club’s golf and tennis facilities, the boutique shops and dining of St. Armands Circle, and the vibrant cultural venues of downtown Sarasota—including theaters, galleries, and waterfront parks. From beachside relaxation to world-class dining and entertainment, everything that defines Sarasota living is within easy reach.
Listing Courtesy of STELLAR as distributed by MLS GRID / Coldwell Banker Realty / Roger Pettingell
$1,299,000 (USD)
Active

Longboat Key Area Single Family Home

Active

3210 Bayou Sound Longboat Key, FL 34228

3 Bed
2 Baths
2091 sqft
MLS# A4658086
Virtual Tour
Welcome to this elevated retreat in the sought-after Bayou section of Bay Isles—a seamless blend of sophisticated design and relaxed coastal elegance. Encompassing nearly 2,100 sq. ft. of sunlit interiors, this residence offers an open-concept floor plan with soaring vaulted ceilings, creating an airy, inviting ambiance ideal for both everyday living and effortless entertaining. The expansive family room transitions beautifully into the contemporary eat-in kitchen, featuring clean, high-end finishes, abundant cabinetry, a large central island, and top-of-the-line stainless steel appliances that will delight. Thoughtful details such as graceful archways, ambient lighting, and tasteful materials add refined character throughout. Originally a 3-bedroom design, the home has been artfully reimagined to offer 2 bedrooms plus a dedicated office space—perfect for today’s flexible lifestyle. The oversized primary suite is a private sanctuary with a generous walk-in closet and a beautifully remodeled spa-like bath complete with double sinks and a fully tiled walk-in shower. The second bedroom is equally well-appointed, with direct access to an updated full bath. Sliders from both the kitchen and the primary suite open to the expansive screened upper-level deck with skylights—an ideal setting for al fresco dining, morning coffee, or sunset relaxation while overlooking the private lap pool, inviting patio, and meticulously refreshed landscaping. This residence offers true lock-and-leave convenience with a newer roof, advanced drainage system, updated landscaping, and low-maintenance, higher-end finishes that make it virtually maintenance-free. A rare 3-car garage provides ample space for vehicles and storage.

Residents of Bay Isles enjoy access to the exclusive Bay Isles Beach Club, where sugar-white sands and the Gulf’s turquoise waters await. Enjoy proximity to the Longboat Key Club’s world-class golf, tennis, and pickleball facilities, as well as the LBK Marina. Daily conveniences—including Publix, the Caron Family Pavilion, and town services—are just moments away. A short drive brings you to the fine dining, boutique shopping, and cultural treasures of St. Armands Circle and downtown Sarasota, with Sarasota-Bradenton International Airport only 15 minutes away. This is Longboat Key luxury at its finest—simply move in, unpack, and embrace the effortless resort lifestyle you deserve.
Listing Courtesy of STELLAR as distributed by MLS GRID / Coldwell Banker Realty / Julie "Jules" Lojacono Mackie
$1,299,000 (USD)
Pending

Sarasota Area Condominium

Pending

111 S Pineapple Avenue 1021 Sarasota, FL 34236

2 Bed
3 Baths
1575 sqft
MLS# A4688715
Virtual Tour
Under contract-accepting backup offers. Experience refined urban living in this beautifully updated residence, complete with two dedicated parking spaces, featuring two bedrooms, 2.5 baths, and a versatile bonus room. Thoughtfully designed with an open concept layout, the home seamlessly blends modern style and everyday functionality, enhanced by high end builder finishes and custom upgrades throughout.
The flexible den, ideal as a library, media room, or home office, offers endless possibilities. At the heart of the home, the gourmet kitchen impresses with an induction cooktop, quartz countertops, custom backsplash, and under cabinet lighting, perfect for both everyday living and entertaining.

The spacious owner’s suite serves as a private retreat, featuring direct terrace access, a large walk in closet, additional custom storage, and a spa inspired bathroom with dual vanities, an oversized countertop, and a glass enclosed walk in shower with a rain showerhead. Each bedroom includes its own en suite bath, and the additional half bath is both stylish and convenient for guests.

Storage is thoughtfully maximized with custom built closets, cabinetry, and shelving throughout. Luxury upgrades include porcelain flooring, designer light fixtures, premium wireless ceiling fans, an Ecobee smart thermostat, and remote controlled Hunter Douglas window treatments.

Residents also benefit from community EV charging stations. The expansive terrace offers ample room for outdoor dining and lounging, with sweeping views of downtown Sarasota and the bay, perfect for taking in stunning sunsets.

Residents of The Mark enjoy exceptional amenities, including a stylish club room and lounge, a state of the art fitness center, and an outdoor entertaining area with grilling stations, fire pit, and a 65 foot heated saltwater pool and spa. Located in the heart of downtown Sarasota’s vibrant arts and dining district, the building offers 24 hour security and on site management. Built in 2019, The Mark is known for its sleek contemporary design and premier location just steps from Main Street’s boutiques, restaurants, and popular farmers market.
Schedule your private showing today.
Listing Courtesy of STELLAR as distributed by MLS GRID / Coldwell Banker Realty / Mairead Smialek
$1,295,000 (USD)
Active

Osprey Area Single Family Home

Active

17 Bayhead Lane Osprey, FL 34229

3 Bed
2 Baths
2850 sqft
MLS# A4676710
Virtual Tour
Impeccable is the only way to describe this charming, completely remodeled 3-bedroom, 2-bath residence that blends luxury with everyday comfort. No detail was overlooked in the renovation, resulting in a truly beautiful and thoughtfully designed home. The interior showcases high-end finishes throughout, including wood-look tile flooring, quartzite countertops, a stylish coffee bar, and a custom hood vent. The former Florida room has been transformed into a spacious family room, perfect for entertaining, while one of the three bedrooms is currently utilized as a home office. Outdoor living shines with a newly added side deck featuring a canopy for shaded dining, a swinging chair, grill space, and a relaxing hot tub. The home sits on the largest lot in the neighborhood, offering a generous yard and a picturesque pond view as the ultimate backdrop. Residents enjoy access to a community pool and clubhouse just a short walk away, with landscape maintenance included for truly low-maintenance living. This exceptional home is a prime location for the ultimate country club lifestyle. Membership in The Oaks Club is required. The Oaks Club, Sarasota’s premiere golf and country club, has two champion 18-hole golf courses, twelve HAR-TRU tennis courts (4 lighted), four pickleball courts, an over 7,500 square foot state-of-the-art WellFit Center, an award-winning culinary team, and robust activities and social calendars. Club membership is required with homeownership.
Listing Courtesy of STELLAR as distributed by MLS GRID / Coldwell Banker Realty / Steve Abbe
$1,295,000 (USD)
Active

Longboat Key Area Condominium

Active

2295 Gulf Of Mexico Drive 23S Longboat Key, FL 34228

2 Bed
2 Baths
1235 sqft
MLS# A4669226
Virtual Tour
Set directly on the shores of the Gulf of Mexico, this beautifully renovated residence in the Islander Club captures the essence of Longboat Key beachfront living. Located in the desirable South Tower, this 2BR/2BA home showcases a fresh coastal design with wide-plank flooring, crown molding, recessed lighting, and an open layout oriented to the water. The kitchen exudes coastal charm with stone countertops, shaker cabinetry, stainless-steel appliances, and a sea-glass tile backsplash. Both baths have been redone with refined finishes, glass-enclosed showers, and clean modern tilework. Floor-to-ceiling sliders open to an expansive covered terrace—perfect for outdoor dining, lounging, and taking in sweeping Gulf views. The primary suite also enjoys terrace access and an endless horizon of turquoise water. Residents of the Islander Club enjoy 400 feet of private beach, a Gulf-front pool, fitness center, tennis courts, pickleball, library, social lounge, and on-site management within two secure towers and gated entry. The recently updated common areas - including the elegant lobby and clubroom - offer a stylish, contemporary ambiance overlooking the Gulf. Ideally positioned near St. Armands Circle and Sarasota’s world-class dining, shopping, and cultural attractions, this residence offers an effortless blend of comfort, sophistication, and beachfront tranquility.
Listing Courtesy of STELLAR as distributed by MLS GRID / Coldwell Banker Realty / Bruce Myer
$1,199,000 (USD)
Pending

Myakka City Area Single Family Home

Pending

35005 Clay Gully Road Myakka City, FL 34251

3 Bed
2 Baths
2437 sqft
MLS# A4684263
Experience the very best of Old Florida living on this exceptional 15-acre ranch in the heart of Myakka City. Perfectly positioned along a quiet stretch of Clay Gully Road, this private retreat sits directly across from the 4,500-acre Blackbeard Ranch (a protected conservation property that will never be developed) ensuring forever views and unparalleled tranquility.
This property is surrounded by the natural beauty of rural Manatee County and just moments from Myakka River State Park. Evenings here are unforgettable: breathtaking sunsets, wide-open skies, an eastern horizon golden glow. Nature abounds right outside your front door with expansive pastures and ponds that invite native birds and wildlife seeking refuge and retreat. The Seller will consider the option of subdividing the property if a Buyer desires to only purchase the back 10 acres with home.
A gated entrance welcomes you home, where Clay Gully gently meanders across the front of the property, creating a natural buffer and a sense of secluded privacy for the homesite. The drive leads you past lush, open pasture dotted with tranquil ponds before arriving at a meticulously maintained residence that is truly move-in ready.
The home reflects exceptional pride of ownership, with thoughtful upgrades throughout. The exterior has been freshly painted, and the home and both outbuildings feature newer roofs (2022), along with updated well equipment (2023).
One of the ranch’s most impressive features is a top-of-the-line, ground-mounted, 20.8 kW SolarEdge power system. Paired with three LG battery backups, the system offers remarkable off-grid capability and peace of mind during any storm or circumstance. The property is high and dry, providing additional confidence and security no matter the weather.
Inside the spacious 2,437 sq. ft. home, comfort meets function. A cozy wood-burning fireplace anchors the living space, while mini-split AC units in the living room and primary bedroom offer enhanced climate control. The open, bright kitchen is ideal for entertaining, featuring bar seating, matching stainless KitchenAid dishwasher and microwave, a brand-new induction range, and a newer Samsung stainless refrigerator.
With three spacious bedrooms, plus a versatile bonus room perfect for a home office or den, the layout offers flexibility for modern living. Large sliding glass doors from the kitchen and living room open onto a generous pool deck, great for entertaining and with ample space for a future outdoor kitchen. The sparkling pool has a brand-new surface and a 2022 Pentair Intelliflo VSF pump, configurable for salt or chlorine systems.
Equestrian and hobby enthusiasts will appreciate the 60' x 30' (1,800 sq. ft.) climate-controlled garage outbuilding, fully insulated and situated on a high-pressure-rated concrete slab with separate 200-amp service, offering potential for conversion to additional living space. The 60' x 24' barn, also on a concrete slab, is ready to be transformed into a horse barn with the easy addition of stalls.
Ideally located near the premier TerraNova Equestrian Center and just moments from the new, world class Miakka Golf Club, this tranquil ranch balances rural serenity with access to premier amenities.
Fifteen-acre parcels in this coveted area are increasingly rare. With its immaculate improvements, conservation views, and unmatched privacy, this is more than a home. It’s a lifestyle defined by space, freedom, and the timeless beauty of Myakka.
Listing Courtesy of STELLAR as distributed by MLS GRID / Coldwell Banker Realty / Heather Gehan
$1,195,000 (USD)
Active

Lakewood Ranch Area Single Family Home

Active

4913 Coastal Days Lane Lakewood Ranch, FL 34211

5 Bed
5 Baths
4010 sqft
MLS# A4691094
Virtual Tour
Experience the pinnacle of Florida luxury in this masterfully upgraded Wynwood floor plan, the crown jewel of the Estate Collection in the gated enclave of Lorraine Lakes. This 4,000+ square-foot sanctuary boasts a sprawling five-bedroom, 4.5-bath layout featuring porcelain plank tile throughout the main living areas and designer-planned lighting, including custom chandeliers in the kitchen, dining room, office, and foyer. The gourmet kitchen showcases crisp white cabinetry, premium quartz countertops, a custom high-end tile backsplash, an upgraded stove vent, and a massive social island finished with custom shiplap. This elegance extends to the living room and the reimagined powder room, which features a high-end vanity, faucet, mirror, and custom shiplap. The home’s rare dual-owner-suite configuration is ideal for multi-generational living, offering a downstairs suite with a custom mirror and an upstairs primary retreat featuring custom wood beams and board and batten millwork. Both primary suites and the living room are elevated by custom drapery, while all four full bathrooms feature custom high-end tile and both primary showers are equipped with upgraded dual-head systems. The interior is completed by a private office with custom millwork, a spacious 21' x 20' bonus room, and three additional guest bedrooms. Outside, a 600-square-foot covered lanai with three upgraded fans overlooks tranquil lake views and a one-of-a-kind, 34-foot heated pool featuring waterfalls, a 12-person spa, and a massive sunledge. The grounds are a tropical paradise with palms and birds of paradise maintained by a custom Rain Bird irrigation system and professional spot lighting. Practical features include an upgraded large-capacity washer and dryer, speckled epoxy garage floors, and a Tesla car charger. Residents enjoy exclusive access to Lorraine Lakes’ resort-style restaurant, bar, fitness center, and sports courts—widely regarded as having some of the best amenities in all of Lakewood Ranch. This exceptional property is ideally located near top-rated schools and is just minutes from the area's best beaches, world-class shopping, and diverse dining
Listing Courtesy of STELLAR as distributed by MLS GRID / Coldwell Banker Realty / Mairead Smialek