Featured Properties

Some or all of the listings below are provided by the Longboat Key office.
$1,495,000 (USD)
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Sarasota Area Single Family Home

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1610 S Orange Avenue Sarasota, FL 34239

3 Bed
2 Baths
2193 sqft
Virtual Tour
This charming Harbor Acres residence is set on a lushly landscaped homesite, offering a rare combination of privacy, centrality, and potential in one of Sarasota’s most coveted neighborhoods. A circular driveway welcomes you with mature palms and vibrant Florida foliage. Step inside to a light-filled interior where plantation shutters, crown molding, and tile and hardwood floors enhance the inviting ambiance. The open layout effortlessly flows between living, dining, and kitchen areas, creating an ideal setting for everyday comfort and relaxed entertaining. The heart of the home, a spacious kitchen, features granite countertops, rich wood cabinetry, stainless steel appliances, and an extended breakfast bar. A pass-through window seamlessly connects the kitchen to the covered lanai, extending your living space outdoors. Three generous bedrooms offer restful retreats, with the primary suite showcasing walk-in closet and a peaceful backyard view. Additional highlights include ample storage, a two-car garage, and multiple flexible living areas for family, guests, or hobbies. Step outside to discover a fully screened lanai that wraps around the heated pool and spa, set in natural stone pavers. Surrounded by lush tropical greenery, this backyard is both serene and secluded. Set on a quiet street in Harbor Acres, this home is just moments from the best of Sarasota. Enjoy easy access to Southside Village’s popular dining and boutiques, the cultural attractions of downtown Sarasota, and the world-renowned beaches of Siesta Key and Lido Key. Sarasota Memorial Hospital, top-rated schools, and marinas are also just minutes away, making this a prime location for both convenience and lifestyle. Whether you envision customizing or simply enjoying its relaxed elegance, this Harbor Acres gem is a rare opportunity to own a piece of paradise in the heart of Sarasota.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Roger Pettingell
$1,479,720 (USD)
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Sarasota Area Single Family Home

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17001 Deer Prairie Drive Sarasota, FL 34240

4 Bed
4 Baths
3257 sqft
Virtual Tour
Everything you ever want in one property: acreage, space, privacy and nature. Plus, a detached 2,040 sq/ft outbuilding with RV/Boat Bay and studio apartment for guests/man-cave with reinforced attic for storage.

Nestled within the embrace of sprawling 4.5-acre greenery, this Mediterranean-style haven offers effortless and luxurious indoor-outdoor living. This architectural wonder boasts two entrances, leading you along a lengthy paver driveway with vistas of the well-groomed lawn and a pond.

Within, a rich tapestry of detailed intricacies and flawless artistry narrates this home's exceptional quality. Elaborate embellishments grace every corner, from the coffered and tray ceilings to the grand arches and ornate crown molding. Textured walls and recessed lighting create an elevated ambiance, complemented by ceramic tiles and wood floors that exude warmth and charm.

From the front door, you step into the great room with its tantalizing view of the stunning backyard up ahead. To your left, you'll find the formal dining area, while the office sits to your right. The master bedroom, positioned next to the office, provides a secluded sanctuary with convenient access to the lanai. Perfectly blending indoor and outdoor areas, the master bedroom presents expansive views of the pool and backyard. Its ensuite bath includes a separate shower, corner tub, dual sink, and a water closet.

Returning to the great room and passing through an arched doorway reveals the family room—an ideal setting for elegant gatherings or casual evenings. If you're into entertaining and cooking, you'll appreciate the dimensions and proportions of the kitchen and it's adjacent pantry. Complete with stainless steel appliances, solid surface counters, solid wood cabinets, and a breakfast bar, it promises a delightful experience for your culinary pursuits.

Exiting to the lanai reveals an outdoor living space and an outdoor kitchen. The heated pool with a spa sets the stage for unforgettable moments. On chillier evenings, the fire pit becomes a cozy spot to gather and exchange stories.

Moreover, this property boasts a distinct four-bay oversized garage, ideally designed to house a 34-foot boat or RV. Within this space is a studio apartment, providing a delightful retreat equipped with a wet bar and bathroom. Additionally, it includes a reinforced attic, perfect for storage needs. If that's not ample parking, an attached garage in the main house offers added storage and convenience for your vehicle.

Zoned for horses, this property is located in the Deer Hammock community off Fruitville Road in Sarasota. Enjoy proximity to Myakka River State Park, Lake Myakka, Celery Fields, and local attractions, along with easy access to Publix, Target, Lowes, and more.

Indulge in an unparalleled lifestyle within this exceptional property—a harmonious blend of opulent space and natural splendor, all within easy reach of modern day conveniences.

Square footage breakdown as follows per building blueprints.

Main House
A/C space - 2,973
Non A/C space - 1,383

Detached Garage
A/C space - 284
Non A/C Space - 1,756

Total - 6,396 Total Living Space
Listing Courtesy of STELLAR / Coldwell Banker Realty / Ryan Skrzypkowski
$1,475,000 (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
$1,475,000 (USD)
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Sarasota Area Single Family Home

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1932 Baywood Terrace Sarasota, FL 34231

5 Bed
4 Baths
4065 sqft
Virtual Tour
Discover Your Dream Sanctuary Minutes from Siesta Key!

Embrace the epitome of Sarasota luxury in this magnificent 5-bedroom, 3.5-bath estate nestled in the coveted West of the Trail neighborhood. This extraordinary residence combines elegant design with thoughtful functionality, creating the perfect backdrop for everyday living and lavish entertaining. Step inside to discover a breathtaking open-concept layout where elegance meets comfort across an expansive floor plan. The home's architectural highlights include soaring ceilings, premium hardwood floors, and walls of windows that bathe the interior in Florida's legendary natural light.

Entertaining becomes effortless with multiple gathering spaces, including a formal living room with a crackling wood-burning fireplace, an inviting family room and a dedicated home office retreat. French doors reveal a spectacular covered lanai overlooking the newly updated pool and spa with a powerful new heating system. This private outdoor oasis, surrounded by lush fenced grounds, creates the quintessential Florida lifestyle you've been dreaming of.

The gourmet kitchen is a culinary masterpiece with state-of-the-art appliances, abundant preparation space, and an intimate breakfast nook. A beautifully upgraded butler's pantry, completed in 2024, adds elegance and practicality. It offers additional storage and a seamless kitchen extension, making it a dream space for any entertainer or home chef.

Versatility defines this home with its flexible in-law suite or bonus room, dedicated exercise space, and convenient laundry room. The attached two-car garage provides additional indoor boat storage—a rare amenity in this highly sought-after area. Situated in an exclusive enclave of just 31 residences, this property offers privacy and community in one of Sarasota's most desirable locations.

Minutes from world-renowned beaches, upscale shopping, fine dining, and cultural attractions, this exceptional home represents a rare opportunity to secure your place in paradise. Your search ends here. Schedule your private tour today!
Listing Courtesy of STELLAR / Coldwell Banker Realty / Ryan Skrzypkowski
$1,475,000 (USD)
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Osprey Area Single Family Home

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894 Macewen Drive Osprey, FL 34229

3 Bed
3 Baths
3095 sqft
RECENTLY REDUCED. Don't let the opportunity to own this incredible home slip away. With just under 3,100 square feet of living area, this 3 bedroom, 3 bath home in The Oaks Clubside offers all you need to live, work and play in South Sarasota. A large, pavered circular drive leads to the 897 sq. ft attached garage on one side, and in the front, the walkway to the double hand carved mahogany entrance doors of this spacious home. Inside you will find an incredible space, filled with delightful details. The open floor plan, encompassing the living room, kitchen and family room flows well and is filled with natural light. The large kitchen features top-of-the-line stainless steel appliances, a gas cooktop, small breakfast bar and a ton of beautiful wood cabinetry providing an abundance of storage space. The family room has a fireplace, and doors opening to the screened lanai and pool. The dining room has a built- in dry bar with a wine refrigerator. After a day of living the country club lifestyle, you, your loved ones and guests, can retreat to luxurious and peaceful bedrooms. The master suite is a study of elegance with a sitting area, doors that open to the covered area of the lanai, and a master bathroom that feels more like a spa than a residential bathroom. All three bedrooms have large walk-in closets, and all the baths feature onyx counter tops. The shower enclosures are all tile, including the ceilings. For the work-at-home residence you couldn’t ask for a better office. Roomy, light and outfitted with a built-in desk and shelves, you have everything you need to get a little work done before heading outside on a beautiful Florida day. In the lanai you will find a custom outdoor shower, a summer kitchen, koi pond, pool and spa. Situated on a lot large enough for a guest cottage, the grounds are beautifully landscaped. Backing to the Heron course, you will enjoy privacy created by the trees and gardens surrounding the house. Add to all this Brazilian Koa wood and travertine floors, custom lighting, a lawn irrigation augmented by rust treatment system, an inground drain system connected to Heron drainage, LEED MCA roofing tiles, an owned inground propane tank and two hot water heaters- one tankless and you have everything and more that you could want in a home. Ready to play? Mandatory membership in The Oaks Club opens the door to a pleather of recreational, dining and social options including 2 championship 18-hole golf courses, 12 HAR TRU tennis courts (4 lighted), 4 pickleball courts, a Junior Olympic community pool, a state-of-the art Wellfit Center and 3 onsite restaurants.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Steve Abbe
$1,460,000 (USD)
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Sarasota Area Condominium

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101 Benjamin Franklin Drive 91 Sarasota, FL 34236

2 Bed
2 Baths
1363 sqft
Virtual Tour
Experience the Lido Beach lifestyle at St. Armands Towers. You will love the enviable walkable location of this inspired beach getaway. The perfect place to escape, situated just a few steps from the white powdery shores of Lido Beach and a sunny walk or bike ride to enjoy St. Armands, with some of the best boutique shopping and first-rate eateries that Sarasota offers! This custom residence offers breathtaking Gulf and sunset views, with lovely upgrades throughout. At the heart of this home’s completely reimagined interior design sits the open-plan living area decked out in beautiful wood flooring, distinctive wall coverings, exposed wood beams on the ceilings, and unique light fixtures. Floor-to-ceiling sliding glass doors lead out to the spacious Gulf-front terrace, spanning 45’. The bright and open kitchen overlooks the living/dining area and features custom cabinetry, farmhouse sink, granite countertops, and stainless-steel Viking appliances. Each bedroom suite is thoughtfully placed to highlight the sunny beach vistas and includes access to the terrace. Covered parking and convenient beach access complete this ninth-floor residence. The St. Armands Towers community has undergone recent renovations, including an updated lobby and fitness center, as well as resurfaced swimming pool, newer hallways, upgraded building plumbing and the entire exterior (including balconies and railings) was freshly painted in 2022.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Roger Pettingell
$1,450,000 (USD)
Pending

Osprey Area Single Family Home

Pending

402 Walls Way Osprey, FL 34229

4 Bed
4 Baths
3464 sqft
MLS# A4644989
Virtual Tour
Under contract-accepting backup offers. Welcome to timeless elegance and modern comfort in The Oaks Clubside. This stunning 4-bedroom plus den/office, 3.5-bath home, built in 2014 by Todd Johnson Homes, blends country modern style with refined sophistication. Situated on an oversized .64-acre corner lot, this courtyard-style residence is designed for effortless Florida living. Step through grand double wood doors into an inviting space where soaring ceilings, an open floor plan, and abundant natural light create an airy, welcoming ambiance. The home features tile and hardwood floors, hurricane impact windows and doors, a spacious 3-car garage, and thoughtful architectural details throughout.The gourmet kitchen is a chef’s dream, offering stainless steel appliances, a breakfast bar, and a cozy eat-in nook that opens seamlessly to the family room—complete with a fireplace for added charm. A private casita with its own entrance and full bath offers incredible flexibility—ideal for hosting guests, a home office, or a personal studio retreat. Nestled on a serene lakeside lot, the outdoor living spaces are equally impressive. Enjoy peaceful water views from the privacy of your courtyard pool and spa. Relax under the expansive covered patio or soak up the sunshine from the open-air seating area as you unwind in the tranquility of your surroundings. More than just a home, this is a lifestyle. Ownership includes mandatory membership in The Oaks Club, Sarasota’s premier golf and country club. Enjoy two championship golf courses, a top-tier tennis program, state-of-the-art WellFit center, fine dining, and a vibrant calendar of social and recreational activities—all in the heart of South Sarasota.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Steve Abbe
$1,450,000 (USD)
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Sarasota Area Single Family Home

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7521 Conservation Court Sarasota, FL 34241

4 Bed
3 Baths
3454 sqft
BACKUP REQUESTED. Behind the gates of The Preserve of Heron Lake, this Mediterranean inspired home was custom-built by Arthur Rutenberg. With 4 bedrooms, 3 baths, a large office and huge bonus room, the floor plan flows well, and offers unlimited possibilities for the utilization of the space within. Every room exudes a European elegance. High ceilings, some uniquely designed, crown molding, ceiling fans and lovely lighting fixtures can be found throughout this home with tile, wood and lovely carpeted floors. The master suite is a true homeowners’ retreat with a luxurious bathroom and one of the biggest walk-in closets you will ever find. A gourmet kitchen has a breakfast bar, stainless steel appliances and an enormous pantry with wood shelving. An aquarium window over the adjoining breakfast nook will make you feel as if you are poolside while starting your day on a sunny Florida morning! There is also a separate dining room for more formal meals. The bar is perfectly positioned to entertain guest indoors or open the sliding glass doors to the lanai and you have an incredible space for an outdoor party with service bar. And, speaking of the outdoors, you will love the incredible exterior space, with an outdoor kitchen, and a covered area for lounging. Under the screened section you will find a large pavered deck around the pool. Outside the screen, you will find a lovely lawn and mature landscaping. The yard, neat as a pin and lakefront, is a wonderful place to enjoy the cool evenings of Autumn on the Gulf Coast! A wonderful feature of this home is the ability to cordon off the third bedroom, bathroom and bonus room to create a mother- in-law suite or room for an au pair. Add to this 2 gas fireplaces, an oversized garage and a huge laundry room with utility sink, and you have the completely perfect space for an incredible luxury lifestyle an intimately sized gated community. The Preserve at Heron Lake is located within close proximity to world renowned Siesta Key Beach, other area beaches and parks, and the City of Sarasota and all the recreational, cultural, dining and shopping options this vibrant downtown offers.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Steve Abbe
$1,450,000 (USD)
Pending

Anna Maria Area Single Family Home

Pending

239 Gladiolus Street Anna Maria, FL 34216

3 Bed
2 Baths
1296 sqft
MLS# A4670436
Virtual Tour
Under contract-accepting backup offers. Welcome to your island retreat on beautiful Anna Maria Island. Tucked away on the quiet north end, this elevated three-bedroom, two-bath home was originally crafted by Whitehead Construction, known for their quality coastal builds. Just a short stroll to the shimmering Gulf beaches and the charming shops and cafés along Pine Avenue, this home perfectly captures the laid-back tropical lifestyle that defines island living. Open floorplan with recent kitchen updates including: new tile, countertops, and appliances completed between 2021 and 2022, blending modern convenience with a relaxed coastal design. The seamless flow between the kitchen, dining, and living areas makes it ideal for entertaining or unwinding after a day on the beach. Nearly every part of the home has been thoughtfully updated. All windows and doors—including the garage doors—were replaced between 2021 and 2024, improving both style and efficiency. A new metal roof and pool with spa were added in 2021, creating a serene tropical oasis in the backyard. Additional upgrades include a new hot water heater (2022).
Step outside to your private paradise — a lushly landscaped backyard with a sparkling pool and spa surrounded by swaying palms. This peaceful setting invites you to relax, recharge, and soak in the island sunshine.
Beautifully maintained and ideally located close to the beach, Pine Avenue, and the best of Anna Maria Island, 239 Gladiolus Street offers the perfect balance of craftsmanship, comfort, and tropical charm.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Charles Buky