Featured Properties

Some or all of the listings below are provided by the Longboat Key office.
$839,000 (USD)
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Sarasota Area Single Family Home

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1702 Hillview Street Sarasota, FL 34239

2 Bed
2 Baths
1120 sqft
MLS# A4664314
Virtual Tour
Step into this West of the Trail Charmer, Sarasota’s most sought-after neighborhood… where the canopy of mature trees, coastal breezes, and timeless architecture set the stage for an unparalleled lifestyle. Perfectly positioned just steps from Southside Village’s restaurants and boutiques, and only a short drive to Downtown Sarasota, the Bayfront, and the powdery sands of Siesta Key, this property places you in the very heart of it all.

This two-bedroom, two-bath gem effortlessly blends whimsy with warmth. Inside, recent updates bring fresh life to its character, while a raised ceiling in the living area adds volume and light. Adding to its timeless appeal are the Pecky Cypress walls - a rare Old Florida detail that infuses warmth, texture, and both a rustic and refined feel throughout.

Out back, an enchanting outbuilding awaits— an above-garage air-conditioned bonus room makes perfect artist’s studio, garden retreat, or creative bonus space.

Whether you choose to live in and love this property as it is, or design your own custom residence, this location is second to none. With its
“Old Florida” charm woven seamlessly into an urban lifestyle, West of The Trail continues to be the crown jewel of Sarasota living.

Roof - 2021, AC - 2017, Tankless Hot Water Heater - 2023
Listing Courtesy of STELLAR / Coldwell Banker Realty / Melissa Perrigoue
$2,159,000 (USD)
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Longboat Key Area Single Family Home

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3617 Fair Oaks Place Longboat Key, FL 34228

3 Bed
4 Baths
2950 sqft
MLS# A4663935
Virtual Tour
One or more photo(s) has been virtually staged. Situated in the highly sought-after maintenance-free community of Queens Harbour, behind the gates of Bay Isles, this updated lakefront home perfectly captures the ease of Florida living. A 2023 tile roof adds peace of mind, while a smart split floor plan includes three en-suite bedrooms, a half bath, and a versatile den/office that can serve as a fourth bedroom. The interiors feel bright and welcoming with 12–15’ ceilings, neutral tones, and elegant architectural details. New wood-look porcelain tile flooring enhances the living room, dining room, den/office, and first-floor bedrooms, combining durability with style. The kitchen features stainless steel appliances, a center island with second sink, updated hardware, and a breakfast nook with bay window views of the pool and lake. The primary suite enjoys direct lanai access, tranquil water views, and a spa-like bath with dual vanities, soaking tub, and walk-in shower. Outdoors, the screened lanai offers a heated pool and spa with a peaceful lake backdrop, plus a refreshed covered sitting area with a new tongue-and-groove ceiling and accent wall—perfect for relaxing or entertaining year-round. Residents enjoy exclusive access to the Bay Isles Beach Club, with its private beachfront, cabanas, and members-only amenities, along with optional memberships for golf, tennis, and the Harbourside Marina with deepwater slips. This home sustained no hurricane damage or water intrusion. This is Longboat Key living made simple—beautiful, low-maintenance, and ready to enjoy.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Ryan Ackerman
$1,299,000 (USD)
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Longboat Key Area Condominium

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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 / Coldwell Banker Realty / Roger Pettingell
$3,995,000 (USD)
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Longboat Key Area Condominium

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2161 Gulf Of Mexico Drive 6 Longboat Key, FL 34228

3 Bed
3 Baths
3437 sqft
MLS# A4663451
Virtual Tour
Unparalleled Gulf-front luxury awaits in this rare, third-floor residence at the exclusive En Provence on Longboat Key. With only 21 residences in this sought-after community, this exceptional home offers the privacy of a single-family home combined with resort-style amenities. Spanning nearly 3,500 square feet, this beach getaway shares the floor with just one other residence and features a private, resident-only elevator leading directly from the two-car garage to a grand double-door entry. Panoramic sunset views over the Gulf of Mexico take center stage from the expansive 30-foot beachfront terrace, complete with a summer kitchen and glass railings that maximize the breathtaking scenery. Inside, an open-concept layout seamlessly blends refined living and dining spaces with floor-to-ceiling sliders opening to the terrace. The gourmet kitchen overlooks the family room and is designed with all-white custom cabinetry, a Butler’s pantry, planning desk, and a cozy breakfast nook. The primary suite is a private sanctuary, featuring uninterrupted Gulf views, terrace access, a massive custom walk-in closet, and spa-inspired en-suite with dual vanities, soaking tub, and walk-in shower. Two guest bedroom suites are tucked away on the opposite side of the residence, each with their own en-suite baths, walk-in closets, and access to the east-facing balcony. The versatile third bedroom, currently used as a den, adds to the home’s functional layout. Set on six acres of meticulously landscaped beachfront property, En Provence provides a 24-hour manned gatehouse, on-site management, and concierge services. The community’s Gulf-side deck features a heated swimming pool, spa, and trellis-shaded seating areas. Residents enjoy exclusive access to a clubhouse with a lounge, private dining room, catering kitchen, fitness center, juice bar, and dual locker rooms. A private boardwalk leads directly to the pristine shores of the Gulf of Mexico. Located just minutes from St. Armands Circle’s world-class shopping and dining, the Longboat Key Club’s championship golf courses, and the vibrant arts and culture of downtown Sarasota, this beachfront retreat offers the ultimate blend of sophistication and serenity.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Roger Pettingell
$1,500,000 (USD)
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Longboat Key Area Condominium

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1445 Gulf Of Mexico Drive 304 Longboat Key, FL 34228

3 Bed
3 Baths
1859 sqft
MLS# A4663026
Timeless sophistication meets resort-style elegance in this fully renovated 3-bedroom residence at the coveted Players Club on Longboat Key. Ideally situated on the sought-after south end of the island, this home places you moments from the prestigious St. Regis Hotel, the Longboat Key Club, Publix, and the upscale dining, boutique shopping, and cultural attractions of St. Armands Circle and downtown Sarasota.
From the moment you enter, Gulf views and refined design elements set the tone. A complete interior transformation includes all-new flooring and doors throughout, freshly painted trim and doors, and upgraded Baldwin hardware and hinges. The expansive living area now showcases oversized marble tile, enhancing the natural light and coastal ambiance.
The kitchen has been reimagined with quartz countertops, new backsplash, sink, faucet, and cooktop, plus a more open layout created by a partial wall removal. A redesigned dry bar with new cabinetry and dual beverage coolers makes entertaining effortless.
Both guest and master suites have been thoughtfully upgraded. The guest bath features a new vanity faucet, mirror, sconces, shower glass, wallpaper removal, and polished nickel trim, while the guest bedroom’s bath is brightened with new lighting and fixtures. The primary suite serves as a private retreat with new floor tile, freshly painted walls, updated plumbing fixtures at the sinks, shower, and tub, custom California closets, and direct terrace access.
Additional updates include all new electrical, a new washer, a new HVAC system, and fresh quartz countertops throughout the kitchen and baths — giving buyers peace of mind and a truly move-in-ready experience.
Designed for effortless indoor-outdoor living, the living room, kitchen, and master bedroom all open onto a sprawling terrace, where sweeping views of lushly landscaped grounds and the sparkling Gulf of Mexico provide an inspiring backdrop.
Life at the Players Club is defined by luxury and leisure, with an impressive array of amenities including a newly renovated clubhouse with a state-of-the-art fitness center, library, catering kitchen, and both indoor and outdoor gathering spaces. Residents also enjoy four Har-Tru tennis courts with pickleball capabilities, a 70-foot heated saltwater pool and spa, beautifully maintained tropical grounds, deeded beach access, and the peace of mind of 24/7 gated security and on-site management.
This residence is being offered furnished (with a few personal exclusions) and includes under-building assigned parking, convenient bike racks, and a private storage closet just outside the front door.
With its comprehensive renovations, prime location, and access to premier resort-style amenities, this Players Club residence presents a rare opportunity to experience the very best of Longboat Key’s coastal lifestyle.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Mairead Smialek
$625,000 (USD)
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Venice Area Single Family Home

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498 Lake Of The Woods Drive Venice, FL 34293

3 Bed
2 Baths
2427 sqft
MLS# A4663582
Discover why The Lakes of Jacaranda is one of Venice’s most desirable communities—and why this home is your perfect chance to be part of it. a spacious pool home with serene water views and the upgrades you’ve been waiting for.

Wake up to serene lake views and spend your afternoons poolside in the privacy of your own tropical retreat. The screened lanai is a true source of bliss , offering a sparkling resurfaced pool with updated systems, plenty of space for lounging or entertaining, and a backdrop of tranquil water and lush landscaping. From sunrise coffee to evening gatherings, this outdoor oasis is where you’ll want to be.

Step inside and the sense of openness continues. Walls of sliders flood the living spaces with natural light, seamlessly connecting indoors to out. The formal living and dining rooms impress with soaring 12-foot ceilings and crown molding, while the oversized family room with tray ceiling is perfect for casual nights in or hosting a crowd. The updated kitchen is both stylish and functional, featuring granite countertops, stainless steel appliances, a walk-in pantry, and a sunny eat-in nook overlooking the pool.

The primary suite is a peaceful escape, complete with tray ceilings, dual closets, and a spa-inspired bath with soaking tub, walk-in shower, and dual vanities. Two additional bedrooms, each large enough for a king bed, provide comfort and flexibility for family and guests.
Thoughtful updates throughout the home provide peace of mind, including a new roof, hurricane-rated sliders, storm shutters, resurfaced pool, new electrical panel, and fresh paint inside and out.

Beyond your door, The Lakes of Jacaranda offers a community pool, clubhouse, tennis and pickleball courts, scenic walking and biking trails, and plenty of planned activities to enjoy with neighbors.

All this just minutes from Gulf beaches, charming Venice Island, shopping, dining, golf, medical facilities, and even spring training baseball.
This is more than a home- it’s your entry into one of Venice’s most beloved communities. Rarely do opportunities like this come available.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Ryan Skrzypkowski
$595,000 (USD)
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Bradenton Area Single Family Home

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131 River Enclave Court Bradenton, FL 34212

3 Bed
2 Baths
1994 sqft
MLS# A4663080
Virtual Tour
Live Where Every Day Feels Like a Getaway—Welcome to River Strand at Heritage Harbour. Step into the Florida dream at 131 River Enclave Court, where resort-style living meets the comfort of home. Tucked inside the gated River Strand Golf & Country Club, this residence offers more than just a place to live—it’s your personal escape. Enjoy access to 27 holes of championship golf, tennis, pickleball, a full-service clubhouse, multiple pools, fitness centers, social activities, and so much more —all just minutes from your front door. Designed with nearly 2,000 square feet of indoor living space, the floor plan features effortless room connections and is perfect for hosting game night! The heart of the home is warm with a spacious kitchen, complete with quartz countertops and ample storage for all your culinary needs. The home features three bedrooms and two full bathrooms, offering an inviting retreat for family and guests. Enjoy the private, screened-in lanai that captures the essence of Florida outdoor living! There is plenty of space and sunlight for patio gardening. During sunsets, you'll appreciate the layout and indulge in the ultimate moments of relaxation while unwinding in the sparkling pool and spa surrounded by the uplight landscaping and background featuring a sliver view of the pond next to the preserve. River Strand is more than a place to live- it is a place where dreams of resort lifestyle living on the Suncoast of Florida become a reality!
Listing Courtesy of STELLAR / Coldwell Banker Realty / Jennifer "Jenna" Oser
$1,025,000 (USD)
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Sarasota Area Single Family Home

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795 Plymouth Street Sarasota, FL 34242

4 Bed
3 Baths
1967 sqft
MLS# A4661729
Virtual Tour
Welcome to your slice of paradise on Siesta Key. This beautifully updated 4-bedroom home offers the perfect blend of coastal charm and modern comfort, nestled on a peaceful, tree-lined street in one of the island’s most sought-after neighborhoods. Step inside to discover a bright, airy interior filled with natural light, where spacious living areas flow effortlessly into a large open-air pool, ideal for relaxing afternoons or entertaining under the sun. The heart of the home is designed for easy Florida living, with a thoughtful layout that invites connection and calm. The primary suite features a generous walk-in closet and a calming, private ambiance, perfect for unwinding after a day in the sun. Recent upgrades include a new roof installed in 2021 and a high-efficiency HVAC system from 2020, offering peace of mind and year-round comfort. Outside, the hardscaped, low-maintenance yard adds tropical appeal without the upkeep, while the paver driveway enhances curb appeal with a touch of elegance. Whether you're hosting poolside gatherings or enjoying quiet mornings with coffee and birdsong, this home delivers the kind of lifestyle that feels like vacation every day. And with Siesta Beach just minutes away, you’ll have world-class sand and surf practically at your doorstep. Move-in ready and lovingly maintained, this property is more than a home, it’s a serene escape in the heart of paradise.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Courtney Church
$517,000 (USD)
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Longboat Key Area Condominium

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1904 Harbourside Drive 202 Longboat Key, FL 34228

2 Bed
3 Baths
1590 sqft
MLS# A4662403
Virtual Tour
Bathed in natural light, this 2BR, 2.5BA townhome in Fairway Bay at Bay Isles offers an inviting blend of warmth, character, and coastal sophistication. Inside, soaring ceilings and neutral finishes highlight the home’s open design and timeless appeal. The galley kitchen, complete with a charming breakfast nook framed by plantation-shuttered windows, is the perfect place to enjoy morning sunshine. Skylights crown the adjacent dining area, infusing it with light and drama, while the spacious living room - with its fireplace and sliders to the enclosed patio - creates a natural gathering space. From here, a private walk-down provides direct access to Fairway Bay’s resort-style amenities. A guest half-bath adds convenience on the main level. Upstairs, a dramatic catwalk overlooking the dining space and skylights leads to two en-suite bedrooms. Each offers cathedral ceilings, while the primary suite impresses with dual vanities and a spa-like bath featuring a soaking tub beneath an arched skylight. This residence also includes a 2-car garage with a large bonus room—an ideal setting for a workshop, studio, or extra storage. As a resident of Fairway Bay, you will enjoy Deeded Beach Access at the Bay Isles Beach Club, 24-hour gated security, a heated pool, tennis & pickleball courts, fitness center, and all the privileges of Bay Isles living. Optional membership at the Longboat Key Golf & Tennis Country Club and deepwater slips are also available, elevating the lifestyle even further.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Bruce Myer