Featured Properties

Some or all of the listings below are provided by the Siesta Key office.
$1,650,000 (USD)
Active

Sarasota Area Single Family Home

Active

5188 Siesta Woods Drive Sarasota, FL 34242

4 Bed
3 Baths
3180 sqft
MLS# A4705733
Virtual Tour
Experience the best of Siesta Key living at 5188 Siesta Woods Drive, a spacious four-bedroom home offering exceptional privacy, expansive indoor and outdoor living and a resort-style pool setting just one mile from Siesta Key Beach. Surrounded by extensive tropical landscaping and enclosed by a privacy wall and gated entrance, the property feels wonderfully secluded while remaining close to everything that makes island living so desirable. Additional pool privacy screens and thoughtfully designed landscaping further enhance the sense of seclusion.
The elevated main living level is bright and open, with vaulted ceilings, tile and hardwood floors and an easy flow between the living, dining and kitchen areas. The remodeled kitchen features granite countertops, custom wood cabinetry, stainless steel appliances, abundant workspace, breakfast bar seating and a Culligan reverse osmosis water system. Three new refrigerators, located in the kitchen, garage and bar area, provide added convenience. French doors with impact glass open to a spacious covered balcony overlooking the pool and tropical surroundings, with plenty of room for dining, entertaining or relaxing.

A split bedroom plan provides privacy, with a spacious primary suite featuring two thoughtfully redesigned walk-in closets. Two additional bedrooms, a full bath and laundry room complete the main level. The lower level adds tremendous flexibility with a large family room, office, oversized fourth bedroom, bonus area and half bath, creating wonderful options for guests, recreation or working from home.

French doors lead directly to the expansive screened lanai and heated, free-form saltwater pool, one of the home’s standout features. A generous paver deck offers both sunny and shaded areas for lounging, dining and entertaining, complemented by multiple covered areas, privacy screens, lush landscaping and an outdoor shower. A new pool pump and chlorinator were added in 2024.

Impact windows and doors provide additional peace of mind, complemented by a metal roof, three-zone air conditioning, composite decking and stairs and an oversized two-car garage with additional storage. Recent 2025 improvements include a new washer and dryer, a resurfaced and sealed garage floor and newly resurfaced pavers surrounding the pool and along the driveway.

Meticulously maintained and in excellent condition, with a pre-listing inspection completed, this home offers an uncommon combination of privacy, space and exceptional outdoor living. An extensive collection of furnishings is also available for purchase separately, offering buyers the opportunity for a turnkey, move-in-ready island home. Ideally situated approximately one mile from Siesta Key Beach and convenient to Siesta Key Village, with downtown Sarasota’s dining, shopping, arts and cultural attractions just a short drive away. (Garage refrigerator, TVs and Sono system are not included)
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Jacqueline "Jackie" de Manio Eberley, Coldwell Banker Realty
$1,595,000 (USD)
Active

Sarasota Area Single Family Home

Active

2135 Datura Street Sarasota, FL 34239

3 Bed
3 Baths
2539 sqft
MLS# A4685791
Virtual Tour
Exceptional custom-built modern farmhouse showcasing superior craftsmanship, thoughtful design, and high-end finishes in one of Sarasota’s most desirable locations. This beautifully appointed 3-bedroom, 2.5-bath residence offers an open-concept floor plan filled with natural light and designed for both comfortable everyday living and entertaining.

Impressive curb appeal features a custom cypress garage door, cypress porch accents, and dramatic glass entry. Inside, European oak flooring, recessed lighting, and refined architectural details create a warm and sophisticated atmosphere. The spacious great room is highlighted by soaring 12-foot vaulted ceilings, a decorative cypress beam, and sleek electric fireplace.

The chef-inspired kitchen features a Fulgor Milano dual-fuel range, Silestone quartz countertops, custom soft-close cabinetry, waterfall-edge island, floating cypress shelving, designer brass fixtures, and large walk-in pantry.

The luxurious primary suite offers a custom walk-in closet and spa-like bath with dual showers, double vanities, and custom cypress shelving. Beautiful wood staircases with wrought-iron railings lead to a versatile second-floor bonus room, while the spacious laundry and mudroom provide abundant storage and workspace.

Outside, enjoy a large private backyard surrounded by a six-foot cypress shadowbox fence, with plenty of room to create your dream outdoor living space and add a future pool.

Ideally situated east of the Trail, just minutes from Sarasota Memorial Hospital, Southside Village, Southside Elementary, Downtown Sarasota, dining, shopping, arts and culture, and Sarasota’s renowned Gulf beaches. A rare opportunity to enjoy distinctive design, modern luxury, and an exceptional Sarasota location.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Jennifer Thompson, Coldwell Banker Realty
$1,589,000 (USD)
Active

Sarasota Area Condominium

Active

1280 Dolphin Bay Way 402 Sarasota, FL 34242

2 Bed
2 Baths
2042 sqft
MLS# A4700379
Virtual Tour
Welcome to Dolphin Bay, one of Siesta Key's premier waterfront communities, where luxury coastal living meets breathtaking scenery. This beautifully maintained 2-bedroom, 2-bath residence offers 2,217 square feet of thoughtfully designed living space with panoramic views of the Intracoastal Waterway, downtown Sarasota, and beyond.

Filled with natural light, the open-concept floor plan was designed to maximize the spectacular waterfront views. Floor-to-ceiling windows create an inviting atmosphere where you can relax, entertain, and watch boats glide by as the Sarasota skyline transforms from sunrise to sunset.

The spacious kitchen offers abundant cabinetry, generous counter space, Thermador appliances, and a breakfast area that opens seamlessly to the main living spaces, making everyday living and entertaining effortless.

Wake up each morning to stunning water views from the luxurious primary suite, complete with a spacious walk-in closet and a spa-inspired en-suite bath featuring a large walk-in shower. The generously sized guest suite also features a large walk-in closet and is conveniently located adjacent to a full bath, providing exceptional comfort and privacy for family and guests.

Life at Dolphin Bay extends far beyond your residence. Enjoy resort-style amenities including a pool and spa, Har-Tru tennis courts, fitness center, elegant clubhouse, kayak launch, fishing pier, and day dock with direct access to Sarasota Bay and the Gulf.

Perfectly positioned just minutes from the award-winning white quartz sands of Siesta Key Beach, this exceptional residence also places you close to the restaurants, boutiques, and vibrant atmosphere of Siesta Key Village. A short drive brings you to downtown Sarasota, home to the Van Wezel Performing Arts Hall, Sarasota Opera House, The John and Mable Ringling Museum of Art, waterfront parks, fine dining, galleries, shopping, and year-round cultural events.

Whether you're searching for a full-time waterfront residence, a seasonal retreat, or the ultimate Florida lifestyle, this exceptional Dolphin Bay residence offers the rare opportunity to enjoy luxury, boating, world-class beaches, and breathtaking waterfront views—all in one of Siesta Key's most desirable communities.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Maryana "Mary" Zilinskiy, Coldwell Banker Realty
$1,450,000 (USD)
Active

Longboat Key Area Condominium

Active

2525 Gulf Of Mexico Drive 7B Longboat Key, FL 34228

2 Bed
2 Baths
1491 sqft
MLS# A4706913
Virtual Tour
Welcome to your own piece of paradise at the renowned Islands West community on Longboat Key. This desirable 7th floor Gulf-side residence offers beautiful beachfront views, a thoughtfully designed floor plan, and the added peace of mind of hurricane impact windows and doors! The spacious interior features tile flooring throughout and two generously sized master suites, positioned on opposite sides of the residence to provide privacy for owners and guests. Both suites offer ensuite baths and beautiful Gulf views. The kitchen provides ample cabinetry and plenty of space for everyday living, while the main living area offers two separate seating areas and a defined dining space. With beautiful water views from every window, the home brings the natural beauty of the Gulf into everyday living. Step outside onto the spacious balcony and enjoy the coastal breezes, breathtaking Gulf views, and beautiful surroundings. It is the perfect spot to start the morning with coffee or unwind at the end of the day. Islands West offers an impressive collection of amenities, including a newly refurbished clubhouse, heated beachfront pool and hot tub, two fitness rooms, dry sauna, tennis and pickleball court, library, outdoor patio and grilling area, and beautifully landscaped grounds. Secure key-fob entry and direct access to the sandy Gulf beach complete the relaxed beachfront lifestyle. Ideally located on Longboat Key, Bay Isles Shoppes is just across the street, offering Publix, banking, dining, and everyday conveniences. St. Armands Circle, downtown Sarasota, area marinas, golf, and the beaches of Lido Key and Anna Maria Island are all within easy reach. Whether you are looking for a full-time residence, vacation retreat, or a place to enjoy the Florida lifestyle, this Gulf-side residence offers a wonderful combination of views, privacy, amenities, and location.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Christine Green, Coldwell Banker Realty
$1,325,000 (USD)
Active

Sarasota Area Condominium

Active

6480 Midnight Pass Road 612 Sarasota, FL 34242

2 Bed
2 Baths
1265 sqft
MLS# A4705155
Virtual Tour
Welcome to the ultimate Siesta Key getaway at Unit 612 in Siesta Breakers! This beautifully updated penthouse is completely move-in ready and offered TURNKEY FURNISHED—just bring your sunglasses, swimsuit, and sense of adventure! Light, bright, and stylish, this fabulous residence offers gorgeous beach and pool views from the living room and screened-in patio. Spacious rooms, two oversized walk-in closets, and the convenience of an interior washer and dryer add to the great layout. The open kitchen and well-designed floor plan create the perfect setting for entertaining family and friends or relaxing after a sun-filled day at the beach. And when you’re ready to let the property work for you, Siesta Breakers permits weekly rentals and features an on-site management and rental office to help maximize rental opportunities. This gated, beautifully landscaped beachfront community sits directly on world-famous Crescent Beach and offers a fabulous lineup of amenities, including a sparkling pool, lighted pickleball and tennis courts, updated clubhouse, and DEEDED BEACH ACCESS. Just across the street, enjoy dining, shopping, and a full-service marina with boat rentals. Popular Siesta Key South Village is only steps away with local favorites such as Captain Curt’s Crab & Oyster Bar and a full-service grocery store. Need to stay connected? The updated clubhouse provides a convenient space for an uninterrupted Zoom meeting or conference call. Current building renovations are enhancing the community and offering peace of mind. The free Siesta Key trolley provides easy access to everything the island has to offer and you may find yourself happily ditching the car altogether. This is coastal Florida living at its most carefree, convenient, and fun—come experience your own slice of paradise on Siesta Key!
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Celinda "Suki" Scollo, Coldwell Banker Realty
$1,295,000 (USD)
Active

Sarasota Area Condominium

Active

1100 Benjamin Franklin Drive 204 Sarasota, FL 34236

2 Bed
2 Baths
1576 sqft
MLS# A4704167
Virtual Tour
There’s something special about a home that feels just as beautiful as the view outside, and this beachfront residence on Lido Key is exactly that.
With two bedrooms, two bathrooms, and unobstructed views of the Gulf of Mexico, this thoughtfully designed condo pairs relaxed coastal living with warm, timeless details. From the moment you walk in your eye is drawn straight to the water, with Gulf views filling the main living spaces and creating a backdrop that never gets old.
The heart of the home is the beautifully designed kitchen, a space that feels naturally suited for gathering. A remarkable 15-foot island topped with Praa Sands quartz anchors the space, complemented by maple cabinetry, Arabesque tile, deluxe appliances, and a handcrafted copper sink from Mexico that adds just the right amount of character. An oversized breakfast bar makes casual mornings easy, while the open layout allows everyone to stay connected.
Gulf views are woven into nearly every part of the living experience. Just off the main living area, accordion doors open to a climate-controlled sunroom wrapped in glass, creating an inviting place to relax and enjoy the view year-round. An open-air terrace and oversized covered and screened lanai offer even more space to enjoy the setting, whether it is morning coffee, dinner with friends, or gathering with family as the sun sets over the Gulf.
Throughout the residence, thoughtful features add both comfort and function, including impact windows and sliding glass doors, beautifully designed bathrooms, a steam shower in the owner’s suite, whole unit water purification, interior laundry, raised ceiling heights, solid wood interior doors, and porcelain wood plank tile flooring. These well considered details reflect the attention to detail and quality found throughout the home.
The residence is being offered partially furnished and includes a dedicated parking space conveniently located in the covered garage on the second floor, along with an exceptionally large private storage closet, two features that make beach living that much easier.
Lido Surf and Sand offers a collection of amenities, including a pool and spa, fitness center, shuffleboard court, and on-site manager. The community’s social room is currently being refreshed, creating an updated space for residents to gather and connect.
And the location is hard to beat. St. Armands Circle is less than a mile away, putting some of Sarasota’s favorite restaurants, boutiques, and cafés within easy reach. Just across the street, Ted Sperling Park offers another side of island life, where you can launch a kayak or paddleboard and wind your way through peaceful mangrove tunnels.
Beautifully designed, wonderfully livable, and framed by endless Gulf views, this is the kind of place where the setting becomes part of the home and everyday life feels a little more like vacation.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Christina Gaskill, Coldwell Banker Realty