Featured Properties

Some or all of the listings below are provided by the Longboat Key office.
$1,745,000 (USD)
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Sarasota Area Single Family Home

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3783 Beneva Oaks Boulevard Sarasota, FL 34238

5 Bed
4 Baths
5251 sqft
MLS# A4680907
Virtual Tour
This home truly has it all - space, privacy, layout made for everyday living and entertaining! This is a rare opportunity to own a private, estate-sized home on over an acre in Sarasota—quietly tucked inside the gated community of Beneva Oaks at the end of a cul-de-sac. Set back from the road and surrounded by towering oak trees, the property offers a sense of peace, space, and privacy that makes it easy to feel at home the moment you arrive.

Built in 1980 by a professional builder for his own family, the home was intentionally created to fully enjoy the beauty, shade, and tranquility of the property—something that can be felt throughout the home.

With more than 5,200 square feet of living space, the interior offers a versatile layout designed to bring people together while still allowing room to spread out. A welcoming foyer with a graceful spiral staircase sets the tone, opening to multiple living areas ideal for hosting holidays, celebrating milestones, or enjoying everyday moments with family. The formal dining room provides a beautiful setting for special gatherings, while the eat-in kitchen serves as the heart of the home, featuring double ovens, a separate Sub-Zero refrigerator and freezer, and views of the lush backyard.

The main-level primary suite offers a peaceful retreat, complete with a sitting area and a renovated spa-style bathroom with a freestanding soaking tub and custom walk-in shower. A first-floor office with custom built-ins and surround sound adds flexibility for working from home or creative use.

Upstairs, four additional bedrooms, two full baths, and a flexible bonus space provide extra room for guests or hobbies. Three bedrooms open onto a screened balcony, while an additional open balcony invites quiet moments to unwind and take in the surrounding greenery.

Outdoor living is an extension of the home itself, with a screened lanai, resurfaced saltwater pool, Trex decking, and paver walkways creating a setting for both entertaining and everyday relaxation. The backyard is bordered by city-owned green space beyond the rear wall, enhancing privacy and reinforcing the feeling of a natural retreat.

Thoughtful updates throughout include new flooring, renovated bathrooms, four zoned air-conditioning systems, tankless water heaters, updated irrigation with a private well, a replaced septic system, a newer roof, and maintained fencing. A circular driveway and three-car side-entry garage completes the property

Thoughtfully designed, surrounded by nature, and brimming with comfort…your new home awaits!
Listing Courtesy of STELLAR / Coldwell Banker Realty / Ryan Skrzypkowski
$1,699,000 (USD)
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Longboat Key Area Condominium

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585 Sanctuary Drive B502 Longboat Key, FL 34228

3 Bed
3 Baths
1823 sqft
MLS# A4679102
Virtual Tour
Perched on the fifth floor of Building 1 at The Sanctuary at Longboat Key Club, this corner residence offers sweeping views that extend from the Gulf of Mexico across the Longboat Key Club golf course to Sarasota Bay and the downtown skyline. A wraparound terrace enhances the setting, creating an exceptional indoor-outdoor experience with ever-changing light and scenery throughout the day.
Inside, the open floor plan spans nearly 1,900 square feet and is designed to maximize both comfort and function. Walls of glass sliders in multiple rooms open directly to the terrace, allowing for sunset views, fresh coastal breezes, and natural light to flow throughout the residence. The living and dining areas connect seamlessly, providing an ideal layout for everyday living or entertaining.
The primary suite is privately positioned and features oversized windows framing sun-filled views, a walk-in closet, and an en-suite bath. Two additional bedrooms are each en-suite, offering flexibility for guests, family, or a home office while maintaining privacy for all. Three full baths complete this thoughtfully arranged residence.
Additional conveniences include one secure, under-building parking space and a dedicated storage unit.
Residents of The Sanctuary enjoy a full complement of resort-style amenities, including a Gulfside swimming pool with cabanas, expansive sundeck, outdoor bar, and an additional heated pool and spa. Tennis courts, a modern fitness center, and a variety of clubhouse activities enhance the Longboat Key lifestyle. A private boardwalk provides direct access to the pristine beach, while a 24-hour manned guard gate and on-site management ensure peace of mind.
Ownership also offers the option to join the renowned Longboat Key Club, available separately, granting access to championship golf, premier tennis facilities, marina services, spa amenities, dining venues, and resort-style social offerings.
Ideally located on Longboat Key, The Sanctuary places you minutes from waterfront dining, boating, and shopping. St. Armands Circle, Lido Beach, and downtown Sarasota’s theaters, galleries, and cultural attractions are all within easy reach—offering a refined coastal lifestyle where natural beauty and convenience meet.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Roger Pettingell
$1,675,000 (USD)
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Longboat Key Area Condominium

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1211 Gulf Of Mexico Drive 301 Longboat Key, FL 34228

3 Bed
3 Baths
2100 sqft
MLS# A4669896
Virtual Tour
Rarely available north-side corner residence at The Promenade showcases panoramic views of the Gulf of Mexico, Sarasota Bay, white sandy beaches, and the sparkling city skyline. This beautifully designed 2,100 sq. ft. “E” floor plan features three bedrooms and three baths, with a spacious split layout that captures natural light and breathtaking vistas from every room. The expansive living and dining areas flow seamlessly to two private terraces—set your morning coffee down as you watch the sunrise over the bay, and end the day with a glass of wine while taking in the sunset over the Gulf. A stylish wet bar adds the perfect touch for entertaining. The kitchen is a showpiece, featuring 2022 installed Sub Zero refrigerator/freezer, GE Monogram stainless-steel induction cooktop and oven, ASCO dishwasher and GE Monogram microwave / convection oven combo, a white subway tile backsplash, quartz countertops, sleek contemporary white cabinetry, and an eat-in area overlooking the bay. Engineered white oak hardwood floors extend throughout, adding warmth and sophistication. The primary suite offers stunning Gulf views, built-in cabinetry, and two walk-in closets, while the guest suite enjoys downtown views and a private bath. The third bedroom/den opens to a terrace overlooking the Gulf. Includes one deeded parking space and access to resort-style amenities—concierge, 24-hour security, fitness center, an Olympic-size heated pool, four Har-Tru tennis courts, and more.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Ryan Ackerman
$1,650,000 (USD)
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Osprey Area Single Family Home

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422 Blue Garden Lane Osprey, FL 34229

3 Bed
4 Baths
3872 sqft
MLS# A4664436
Virtual Tour
A grand traditional residence, this 3-bedroom, 3.5-bath home is tucked into lush tropical landscaping on a quiet cul-de-sac in The Oaks Bayside. Double entry doors open to a marble foyer and wood floors that set the tone for quality throughout. Just off the entry, a cozy den with fireplace sits opposite a spacious guest suite. The heart of the home is the light-filled great room, with formal living and dining areas opening through French doors to the covered patio and resort-style pool. The kitchen combines beauty and function with granite countertops, center island cooktop, breakfast bar, and a sunny nook overlooking the pool and waterfall feature. The elegant primary suite offers marble floors, soaring ceilings, plantation shutters, and private access to the pool for an early swim or late-night dip. A glamorous dressing area leads to the spa-like bath with soaking tub, walk-in shower, and marble finishes. Two additional oversized en suite bedrooms provide comfort and privacy for guests. A large laundry room with ample cabinetry and an adjacent private sauna complete the interior. Outdoors, the free-form pool with rock outcroppings and waterfall is a showstopper, surrounded by both shaded and open areas for dining and relaxing. With two adjoining lots preserved as gardens, this home offers rare seclusion in a natural setting. Ownership includes membership in The Oaks Club, Sarasota’s premier golf and country club, featuring two championship courses, tennis, WellFit center, fine dining, and a vibrant year-round social calendar—all in the heart of South Sarasota.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Steve Abbe
$1,650,000 (USD)
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Osprey Area Single Family Home

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76 Osprey Point Drive Osprey, FL 34229

3 Bed
5 Baths
4364 sqft
MLS# A4672843
Virtual Tour
COMPLETELY UPGRADED IS NOT AN EXAGGERATION! This Bo MacEwen–designed 3-bedroom, 4.5-bath home has been updated from top (RE-TILED ROOF) to bottom, with new luxury flooring surfaces throughout and over $650,000 in renovations. No expense was spared in creating a refined, sophisticated residence that still feels warm and inviting. This home truly shows like new, and a full upgrade list is available upon request. Inside, the spacious layout includes a formal dining room, formal living room, and a cozy den with gas fireplace. Crown molding, tray ceilings, plantation shutters, and custom built-ins elevate the elegance throughout. Multiple sets of French doors open to the very private pool area, filling the home with natural light and enhancing indoor–outdoor living. The chef’s kitchen has been refreshed and features a six-burner Viking gas range with grill, Viking hood, Sub-Zero refrigerator/freezer, butler’s pantry, breakfast bar, and dining nook. The primary suite boasts two walk-in closets and a recent down-to-the-studs, resort-level bathroom remodel—one that would make even the Ritz envious. One guest suite occupies the west wing, while a spacious second-level suite adds comfort and flexibility. Significant structural upgrades include NEW low-E hurricane-impact windows and skylights, roll-down hurricane shutters (front and rear), and a whole-house generator for added peace of mind. Exterior enhancements include a NEW paver driveway and pool deck, extensive landscape lighting, and a very private pool area with new built-in grill and bar. Located in one of the Gulf Coast’s premier country club communities, The Oaks offers two championship golf courses, HAR-TRU tennis courts, pickleball, croquet, and a state-of-the-art WellFit Center. Club membership is required with homeownership.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Steve Abbe
$1,599,000 (USD)
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Sarasota Area Condominium

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800 N Tamiami Trail 505/507 Sarasota, FL 34236

3 Bed
4 Baths
2981 sqft
MLS# A4672850
Virtual Tour
Experience panoramic Sarasota Bay and skyline views from this one-of-a-kind fifth-floor, double residence at Alinari, located in the heart of the vibrant Rosemary District. Thoughtfully combined and completely re-imagined during a major 2014 renovation, this expansive three-bedroom layout offers nearly 3,000 square feet of refined living space with multiple terraces capturing sunrise, sunset, and twinkling city lights.
A private foyer opens to a light-filled interior featuring gorgeous hardwood flooring, modern architectural detailing, and oversized impact-rated windows and sliders that frame sweeping vistas from almost every room. The open living and dining areas flow effortlessly into a second family/dining room, creating an ideal environment for entertaining or quiet relaxation.
At the center of the design is a modern chef’s kitchen appointed with premium Miele appliances—including a built-in coffee system—Thermador cooktop, multiple built-in ovens and microwaves, sleek cabinetry, and a curved Carrara marble island with breakfast bar seating. The kitchen’s placement ensures connectivity to both gathering areas and the expansive views beyond.
The secluded primary suite offers sunny exposures, a large walk-in closet, and a spa-inspired bath with stone counters, custom built-ins, and its own dedicated laundry. Two additional guest suites are thoughtfully positioned for privacy, each featuring en-suite baths, separate laundry facilities, and an adjacent den that can serve as an office, fitness room, or media space.
Additional highlights include multiple terrace spaces, three coveted under-building parking spaces, plus two climate-controlled storage units.
Residents of Alinari enjoy a long list of amenities, including on-site management, a stylish club room, tearoom, business center, conference rooms, library, wine room with optional owner wine lockers, theater, and a comprehensive fitness center with sauna, aerobics room, and men’s/women’s locker rooms. Outdoor amenities include a grilling area, resort-style swimming pool with sundeck and cabanas, and a heated spa. Guest suites are available to owners on a first-come basis for visiting friends and family.
Set within Sarasota’s coveted Rosemary District, Alinari places you moments from the Van Wezel Performing Arts Hall, The Bay Park, downtown restaurants, boutique shopping, the Farmers Market, the emerging waterfront redevelopment, and the cultural energy that defines Sarasota. Lido Beach, St. Armands Circle, and Marina Jack are just a short drive away, offering world-class recreation and dining.
This exceptional residence combines scale, location, and unobstructed views—an extraordinary downtown offering with the space and livability of a single-family home in one of Sarasota’s most dynamic neighborhoods.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Roger Pettingell
$1,595,000 (USD)
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Longboat Key Area Condominium

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1485 Gulf Of Mexico Drive 110 Longboat Key, FL 34228

2 Bed
3 Baths
1971 sqft
MLS# A4681044
Virtual Tour
With the Gulf just beyond the terrace, this first-floor two-bedroom, three-bath residence at The Players Club offers direct beachfront living, where uninterrupted water views and the steady rhythm of the shoreline shape daily life. Updated in 2021–2022 and move-in ready, the residence spans approximately 1,971 square feet and has been redesigned to emphasize its coastal setting. High-impact glass, recessed lighting, and a neutral interior palette create a bright, understated backdrop throughout. The open kitchen connects to the main living areas and features white quartz countertops, coordinating cabinetry, stainless steel appliances, and a tile backsplash. A solarium just off the kitchen provides flexible space for an office or den and is finished with plantation shutters. Adjacent to the solarium is the third full bathroom and closet. The living room opens to the terrace through a wall of sliding glass doors, extending the living space outdoors. The private terrace spans approximately 30 feet and overlooks the beach and Gulf, offering a comfortable setting for dining, relaxing, or entertaining. The split-bedroom floor plan provides privacy, with a guest suite that includes an updated en-suite bath. The primary suite opens directly to the terrace and features a walk-in closet and an updated bath with dual vanities and a glass-enclosed shower with built-in bench. Additional features include in-residence laundry, extra storage, and under-building parking. Located on the southern end of Longboat Key, The Players Club offers 560 feet of private beach frontage, a 24-hour guarded gate, on-site management, Har-Tru tennis courts, pickleball courts, a heated saltwater pool and spa, and a recently refreshed clubhouse.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Bruce Myer
$1,595,000 (USD)
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Longboat Key Area Condominium

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2550 Harbourside Drive 324 Longboat Key, FL 34228

3 Bed
3 Baths
3083 sqft
MLS# A4676912
Virtual Tour
Located within the coveted Marina Bay community on Longboat Key, this beautifully appointed three-bedroom, three-bath residence offers an elegant blend of refined design and relaxed waterfront living. A gracious foyer introduces a thoughtfully curated interior featuring neutral tones, wood flooring, layered textures, glass and mirror accents, and designer lighting that create a sense of openness and sophistication. The living room is highlighted by a dramatic corner of glass opening to a screened terrace with serene views of the mangrove preserve, lagoon, and Sarasota Bay beyond. The open floor plan is ideal for entertaining, flowing seamlessly into a well-designed kitchen with generous counter space, striking tilework, white cabinetry with glass accents, stone countertops, an eat-in area, and premium appliances. The primary suite offers direct terrace access, a spacious custom closet, and a spa-inspired bath, while guest suites provide comfort and privacy. An in-residence laundry room with built-in desk space adds convenience. Marina Bay welcomes small pets and offers onsite management, a fitness center, library, tennis courts, and a heated pool, with boat slips available for purchase or lease. Residents also enjoy the exceptional privilege of exclusive, deeded access to the Bay Isles Beach Club, featuring gated entry to a private stretch of Gulf-front white-sand beach with parking, restrooms, showers, and shaded seating—an uncrowded and effortless beach experience reserved solely for Bay Isles homeowners. Optional membership to the Longboat Key Club further enhances the lifestyle with championship golf, tennis and pickleball, a private beach club, marina, spa and wellness amenities, multiple dining venues, and an active social calendar.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Bruce Myer
$1,575,000 (USD)
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Sarasota Area Townhome

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1274 May Lane Sarasota, FL 34236

3 Bed
4 Baths
2291 sqft
MLS# A4678371
Virtual Tour
One or more photo(s) has been virtually staged. Perfectly positioned in the heart of downtown Sarasota, this refined three-story residence in the coveted enclave of Valencia Rosemary Place embodies the essence of modern luxury living. Tucked along a quiet private lane with tranquil park views, the home offers 2,291 square feet of impeccably curated interiors, including three private bedroom suites, 3.5 baths, and a luminous main living level designed for effortless everyday living and sophisticated entertaining. A charming terrace off the primary suite adds a serene outdoor escape.

Every detail has been elevated with thoughtful intention. Rich hardwood flooring, soaring ceilings, crown molding, premium plaster-finished walls, and designer lighting create a warm, contemporary elegance throughout. The reimagined chef’s kitchen serves as the home’s centerpiece—an artful blend of style and function—featuring quartz surfaces, solid wood cabinetry, Moroccan tile accents, open shelving, KitchenAid appliances, a gas range, and an inviting island with expanded pantry storage.
The primary suite offers a peaceful retreat with its own private terrace, while two additional guest suites provide exceptional comfort and privacy for family or visitors. A two-car garage, generous storage on every level, and low-maintenance living further enhance the home’s appeal for both full-time and seasonal residents.
All of this is just minutes from Sarasota’s celebrated dining, boutique shopping, performing arts venues, and The Bay waterfront—creating a rare opportunity to enjoy refined, lock-and-leave living in one of the city’s most vibrant and walkable neighborhoods.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Julie "Jules" Lojacono Mackie