My Active Listings

Some or all of the listings below are provided by the Siesta Key office.
$7,000 / mo (USD)
Active

Sarasota Area Rental

Active

5880 Midnight Pass Road 306 Sarasota, FL 34242

2 Bed
2 Baths
1498 sqft
MLS# A4665457
Virtual Tour
AVAILABLE ASAP and SEASON 2026! Rates Vary! Step into paradise at Casarina, a beautifully maintained beachfront community right on Siesta Key’s world-famous Crescent Beach. With 200 feet of private beach access, you’re just steps away from the soft white sands and turquoise waters that make this destination so special.
Your third-floor condo retreat comes fully furnished and ready for your stay. Enjoy a newly updated kitchen, modern luxury vinyl floors, an updated guest bath, and the comfort of a brand-new AC unit. Start your mornings with coffee on the 17-foot screened balcony overlooking serene gardens, and catch a glimpse of the Gulf and pool area through the palms.
Casarina offers the perfect blend of relaxation and activity. Spend your days unwinding at the beachside pool and spa, challenge friends to a game of tennis or pickleball, or take in the sunsets from the elevated beach deck. The clubhouse is a welcoming space to meet other guests, and the lush 7-acre grounds are ideal for strolling. When you’re ready to explore, hop on the free Siesta Key Trolley for easy access to local dining, shopping, and entertainment. Paddle boarding, kayaking, biking, or simply soaking up the Florida sun—the choice is yours.
This Casarina condo offers the ideal island escape with resort-style amenities and all the comforts of home.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Cole Collins
$6,500 / mo (USD)
Active

Sarasota Area Rental

Active

1350 Main Street 1503 Sarasota, FL 34236

2 Bed
2 Baths
1336 sqft
MLS# A4663223
Virtual Tour
Welcome to luxury living in the heart of downtown Sarasota. This fully furnished 2-bedroom, 2-bath residence offers a split floor plan designed for privacy and comfort. Situated on the 15th floor, the home features expansive windows with sweeping views of downtown Sarasota, filling the space with natural light and an elevated sense of sophistication.

Inside, you’ll find a beautifully designed interior that is both stylish and pristine. The open living and dining area flows seamlessly, creating a warm yet modern atmosphere. The kitchen is well-appointed and functional, perfect for everyday living or entertaining. Both bedrooms are spacious retreats, each with their own bath, making this an ideal setup for guests or a home office.

Step outside your door to experience the very best of Sarasota where fine dining, boutique shopping, and cultural attractions are all just steps away. The Bayfront and Marina Jack’s are within easy walking distance, offering endless opportunities to enjoy the waterfront lifestyle.

As a resident, you’ll also enjoy resort-style amenities including a heated pool and spa, a state-of-the-art fitness center, library and sitting areas, and business and gathering rooms designed to enhance your lifestyle.

1350 Main is one of Sarasota’s most desirable downtown addresses, combining unparalleled location, stunning views, and luxurious amenities.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Cole Collins
$4,700 / mo (USD)
Active

Sarasota Area Rental

Active

8625 Midnight Pass Road 305B Sarasota, FL 34242

1 Bed
1 Baths
697 sqft
MLS# A4670970
Virtual Tour
Siesta Key! Newly renovated and fully furnished 1BR/1BA condo set in a relaxed, resort-style waterfront community on Siesta Key. This gulf/beach-to-bay condominium features expansive boat docks (no extra usage fee), two heated pools (bay & gulf/beach side), private/individual gulf/beach side cabanas, kayak racks, 2 BBQ grill patios, exquisite sunrises & sunsets & so much more ~ everything a boating enthusiast or beach lover could dream of. Located in the coveted Bay Tree Club on South Siesta Key, this is your chance to embrace coastal life at its finest, whether you're exploring the Gulf by boat or lounging on sugar-sand beaches. The pools & grill areas provide idyllic locations for all gatherings. This freshly remodeled condo features a generous sized living room with a French/Juliet balcony overlooking the bay side heated pool & lush grounds with some views of the Sarasota Intracoastal Waterway. The dining area has a pass-through access to the updated designer kitchen featuring quartz countertops & new self-closing cabinets/drawers The primary bedroom has a large closet providing ample storage. Along with the foyer closet, you will have room for all your possessions. Don't forget the beach side cabana for your gear. Renovated full bath with a tub completes. Each building is equipped with elevators and laundry rooms (coin-op) on every floor ensure everyday comfort is never out of reach. During your stay, explore all the unmatched amenities, nearby restaurants & shops. Bonus is The Breeze Trolley stop just outside. Hop aboard and enjoy free rides to & from Siesta Beach (recently voted #1 in the US & #4 Globally) and Siesta Village. Stay aboard to Downtown Sarasota where you can transfer to the Bay Runner for jaunts to iconic St. Armands Circle & beyond. Life is good here ~ Welcome to your Coastal Oasis Getaway! IN Season, January-April, 5300/month, PLUS application, cleaning & tax fee. OFF Season, May-December, $4700/month PLUS application, cleaning & tax fee., Weekly option available for off season. Sorry no pets. Owner/Agent.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Aurelia Gilbert
$1,899,000 (USD)
Pending

Sarasota Area Single Family Home

Pending

1841 Datura Street Sarasota, FL 34239

4 Bed
4 Baths
2293 sqft
MLS# A4676725
Virtual Tour
Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Live the ultimate Southside Village lifestyle in this one-of-a-kind Craftsman-style home, where charm meets everyday convenience in a rare blend of elegance, craftsmanship, and modern sophistication. Rebuilt to current code in 2014, it offers the refined feel of a coastal farmhouse, with every detail thoughtfully designed for comfort, efficiency, and timeless appeal nestled in one of Sarasota’s most sought-after and walkable neighborhoods. Step through the privacy gates into a lush, fully fenced yard where a rich paver brick driveway, terrace, and walkways guide you through a serene, low-maintenance garden. Featuring artificial turf, vibrant flowering shrubs, and fruit trees, the exterior is not only incredibly private but also immaculately maintained for effortless enjoyment. Every inch of the property has been meticulously manicured, a true testament to the care it has received. Inside, the floor plan strikes the perfect balance between open living and intimate gathering spaces, ideal for both entertaining and everyday living. The kitchen and living room connect seamlessly, creating a warm, functional flow perfect for hosting or simply relaxing at home. The first-floor primary suite is spacious and secluded, featuring his and hers walk-in closets, dual vanities, and a large walk-in shower, a true retreat within the home. Also on the main level is a sun-filled bedroom that offers wonderful flexibility: perfect as a guest room, home office, or children’s playroom. Upstairs in the main house, you'll find an additional bedroom and a generously sized flex space that is ideal for a game room, entertainment room, or home gym, depending on your needs. The detached two-car garage adds both function and charm, offering an upstairs guest suite complete with a full bath, wet bar, and mini-fridge that is greatly suitable for visitors, a private studio, or a quiet home office. This home truly looks like it belongs on the cover of Southern Living or Coastal Living magazine, thanks to its effortless blend of style, warmth, and timeless appeal. Tucked away on one of Sarasota’s most beloved streets, you're just steps from Morton’s Market, Libby’s, and other neighborhood favorites. Located in the highly regarded Southside Elementary School district, the home offers the very best of the West of Trail lifestyle, walkable to restaurants, boutique shops, and Sarasota Memorial Hospital, with easy bike access to downtown Sarasota, St. Armands Circle, and our world-famous beaches. The best of both worlds: a Southside Village residence with a 2014 effective date, blending modern updates with Sarasota’s enduring charm.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Cole Collins
$1,550,000 (USD)
Pending

University Park Area Single Family Home

Pending

6805 Chancery Place University Park, FL 34201

4 Bed
3 Baths
3851 sqft
MLS# A4672299
Virtual Tour
Under contract-accepting backup offers. LOCATION, LUXURY, AND LIFESTYLE. Set within the desirable and beautifully manicured community of University Park, this executive residence offers an impressive 3,851 sq ft of living space, on an exceptionally private preserve lot, a true sanctuary of peace and exclusivity. Custom-designed double wood entry doors welcome you into a bright, airy interior filled with natural light. The main living spaces have enriched wood flooring, crown moldings, custom built-ins, and a striking marble-surround fireplace which is perfect for cozy Florida winter evenings. The newly updated kitchen is a chef’s dream, featuring two built-in ovens, a 6-burner gas cooktop, custom two-tone cabinetry, quartz countertops, a stone tile backsplash, slate-topped center island, and top-of-the-line appliances. A large walk-in butler’s pantry provides exceptional additional storage. The kitchen’s updated design flows seamlessly into the spacious family room, highlighted by a custom-paneled feature wall and new tile flooring. Sliding doors open wide to the outdoor patio, extending the indoor living space, ideal for entertaining family and friends. The den/office offers additional custom built-ins and another set of sliders, filling the space with natural light and extending the living area onto a second covered outdoor retreat. The expansive custom pool area is fabulous, designed for both relaxation and effortless entertaining. Enjoy one of the largest pools in University Park, complemented by a spa, a waterfall, lush decorative plantings, paved flooring and two covered outdoor seating areas ideal for year-round enjoyment. The outdoor kitchen makes gatherings a delight, while hurricane shutters provide added peace of mind. Outside, a paved circular driveway leads to an oversized garage with impressive storage capacity and its own dedicated rear golf-cart access door. Continuing through the home the primary suite is a luxurious retreat complete with custom moldings, tray ceiling, bay-window sitting nook, custom built-ins, and two oversized walk-in closets custom fitted with dressers and exceptional storage. The spacious primary bath includes a walk-in shower, a separate soaking tub, and dual vanities. Having additional guest bedrooms thoughtfully located on the opposite side of the home for added privacy, are equally inviting. Each generously sized bedroom features charming bay-window sitting areas and convenient access to ensuite bathrooms. This home offers an array of features, including an impressive utility room with abundant cabinetry and dedicated folding space, a desk/office area, a dry bar with a double wine cooler, central vacuum system, ample storage, and an oversized double garage complete with fitted cabinetry as well as a separate golf-cart parking area with door. Major updates include a brand-new roof (2025), two A/C units (2018), 20kw whole house genterator (2024) and a hot water heater (2016), ensuring comfort and peace of mind. All of this is nestled in a community known for its lush landscaping, refined ambiance, and newly remodeled amenities to include the clubhouse, championship golf course and pro shop, restaurant with al fresco dining, tennis facilities, and fitness center. Perfectly positioned near shops, dining, sports venues, downtown Sarasota, and world-famous Gulf beaches, this home delivers an unmatched blend of privacy, elegance, and convenience. This home or community will not disappoint!
Listing Courtesy of STELLAR / Coldwell Banker Realty / Christine Green
$1,525,000 (USD)
Pending

Sarasota Area Multi-Family Home

Pending

1123 Crescent Street 1123/1125 Sarasota, FL 34242

4 Bed
4 Baths
1708 sqft
MLS# A4678397
Virtual Tour
Under contract-accepting backup offers. EXCEPTIONALLY RARE Siesta Key Income Property | Zoned for DAILY Rentals — a true Siesta Key Unicorn.
This rare 4-bedroom, 4-bath duplex offers a unique opportunity to acquire a short-term rental asset just a short stroll from the world-famous white sands of Siesta Key Beach, one of the most supply-constrained and consistently in-demand vacation markets in Florida.

Configured as two fully renovated 2BR/2BA residences, this property delivers unmatched flexibility—ideal as a high-performing investment, 1031 replacement property, vacation home, or personal residence with income potential. Zoned for DAILY rentals—a highly limited and valuable designation on Siesta Key—the property is currently operated as a professionally managed short-term rental with future bookings in place.

Designed for both guest appeal and operational efficiency, each unit features open-concept living spaces, updated kitchens, in-unit laundry, durable tile flooring throughout, and tasteful coastal furnishings. The property is being sold fully furnished and turnkey, allowing for a seamless transition of ownership with no operational downtime.

Outdoor amenities further support strong occupancy and repeat bookings, including a fenced, heated pool, tropical landscaping, lounging and dining areas, and a private grilling space. Four dedicated off-street parking spaces (two per unit) add a meaningful competitive advantage in this highly desirable beach location.

Professionally operated as a vacation rental since 2020, the property has achieved documented gross rental income approaching $200,000 annually. A temporary decline in late 2024 and early 2025 was event-driven rather than demand-driven, due to regional hurricane-related cancellations. Travel demand to Siesta Key is now rebounding, and bookings are steadily returning—positioning the property for revenue normalization and potential growth consistent with prior peak years.

Whether you are a short-term rental investor, 1031 exchange buyer, or an owner seeking to blend lifestyle with income, this property offers a rare combination of location, zoning, resilience, and upside in one of Florida’s most desirable coastal markets.

Detailed income and expense reports available upon request. Buyer to verify exchange eligibility and tax treatment with qualified advisors. Private showings by appointment only.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Christa Spalding
$1,525,000 (USD)
Pending

Sarasota Area Single Family Home

Pending

1123 Crescent Street 1123/1125 Sarasota, FL 34242

4 Bed
4 Baths
1708 sqft
MLS# A4676152
Virtual Tour
Under contract-accepting backup offers. EXCEPTIONALLY RARE - A Siesta Key Unicorn! This 4-bedroom, 4-bath property offers the opportunity to use as a Personal Residence (perfect for multi-generation living), Vacation Home or Duplex. This property is zoned for DAILY rentals, making it ideal for AirBNB! Just a short stroll to the world-famous sugary white sands of Siesta Key Beach, this charming coastal gem is beautifully renovated, decorated in soft beach-inspired hues with comfortable furnishings, tropical décor, and easy-maintenance tile flooring throughout. Designed for both lifestyle and performance, the property is being sold fully furnished and turnkey. Outside, enjoy a fenced, heated pool area surrounded by lush tropical landscaping that creates a private oasis for relaxation. The pool area offers brand-new lounge chairs, a grilling area, and outdoor dining for six—perfect for entertaining guests or unwinding after a day at the beach. There are four assigned parking spaces directly in front, adding convenience for owners and guests alike. This property offers exceptional flexibility and appeal. It is currently being professionally managed as a duplex with future bookings in place and a strong rental history. Whether you are looking for a personal residence for multi-generational living, a place to live AND generate rental income, or a high-performing short-term rental investment, this is it! The property is currently managed by a professional local vacation rental company, making ownership seamless and low-stress. Located close to shopping, dining, trolley stops, South Siesta Key Village, and more, this is a prime location that continues to attract repeat visitors year after year. Call now to schedule a private showing of this must-see property.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Christa Spalding
$1,499,000 (USD)
Pending

Sarasota Area Condominium

Pending

20 Whispering Sands Drive 1205 Sarasota, FL 34242

2 Bed
2 Baths
1282 sqft
MLS# A4666698
Virtual Tour
Under contract-accepting backup offers. Beachfront Penthouse Condo on Siesta Key! Have you been waiting for an opportunity that’s just too good to pass up? This spacious two bedroom, two bathroom home offers a versatile layout perfect for personal use or entertaining family and friends. Recently renovated, this top-floor condo places you directly above Siesta Key's powdery quartz sands and offers unobstructed, breathtaking views of the Gulf. Balconies on the penthouse level are two feet wider than the floors below and offer the ultimate in privacy and tranquility, allowing you the opportunity to enjoy the breathtaking sunsets while watching the soothing waves roll in without interruption. To make this offer even better, there are new impact windows and sliding doors, water heater installed in 2019, HVAC installed in 2021 and a large private storage locker just outside the front door. Whispering Sands is a resort-style community with amenities that include two swimming pools, two clubhouses, exercise rooms, a picnic area with a tiki hut and grills, kayak and canoe storage, a large lagoon, meticulously landscaped grounds and more than 800 feet of private beach. Situated in the heart of world-renowned Siesta Key Village, you'll have private access to the island's vibrant dining, shopping and entertainment scene along with all the services you'll need to enjoy an island lifestyle. And you’ll be just minutes from the many cultural attractions Sarasota offers such as the Ringling Museum, Selby Botanical Gardens, the Florida Studio Theatre, Sarasota’s own Opera, Orchestra and Ballet, the Van Wezel Performing Arts Center, Mote Marine, Sarasota Jungle Gardens, world-class golf courses, professional sports teams and much more. Whether you're seeking a vacation retreat, investment property, or year-round beachfront living, this Whispering Sands condo offers a remarkable opportunity.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Christa Spalding
$1,369,000 (USD)
Pending

Longboat Key Area Single Family Home

Pending

747 Marbury Lane Longboat Key, FL 34228

3 Bed
2 Baths
2353 sqft
MLS# A4671883
Virtual Tour
Under contract-accepting backup offers. Welcome to Your Waterfront Paradise! This beautiful home even includes the Boat! This beautifully renovated coastal retreat is in the highly desirable Sleepy Lagoon community. A deep-water, saltwater canal is in your backyard, and it’s just seconds from the Intracoastal and the Gulf on your new boat! The single-story home has been gorgeously remodeled, featuring – 3 bedrooms, 2 luxurious bathrooms, new flooring throughout, and new kitchen with quartz countertops and stainless steel appliances. The open-concept floor plan and fully retractable sliding glass doors create a seamless connection between indoor and outdoor living – ideal for entertaining or relaxing in style. The primary suite offers a private balcony overlooking the heated pool, boat dock, and tranquil canal. Up a few stairs is a bonus loft that provides a perfect space for a home office or nursery. For the boating enthusiasts, enjoy a concrete seawall, composite dock, boat lift, plus water and electric hookups for ultimate convenience. The boat is a 2016 Southwind Sport Deck Series 2600SD/DB with an upgraded 300HP motor, in excellent condition. All of the recent updates to the home ensure comfort and peace of mind. Best of all, the home is just a short stroll to the beach via the community’s deeded beach access. Experience the best of island living—schedule your private tour today!
Listing Courtesy of STELLAR / Coldwell Banker Realty / Michael Busch
$1,250,000 (USD)
Pending

Sarasota Area Condominium

Pending

6480 Midnight Pass Road 211 Sarasota, FL 34242

2 Bed
2 Baths
1265 sqft
MLS# A4658604
Virtual Tour
Under contract-accepting backup offers. Rare, exquisitely curated beachfront condo on Siesta Key. This lightly used - meticulously cared for - end unit home has never been rented, although the community allows much desired weekly rentals generating healthy investment income. Located on Crescent Beach, known for its tranquil beach vibe, enjoy 300 feet of prime location deeded beach access with quartz-crystal, powder-soft fine white sand that remains cool even on the hottest days. This two-bedroom, two-bath condo has been renovated and designed with an upscale and sophisticated feel within a light and airy beach home. All furnishings, accessories, dishes and linens included in this TURNKEY FURNISHED condo. The open floorplan is perfect for entertaining family and friends. The resort feel primary bedroom includes a large walk-in closet and oversized bathroom. The second bedroom has been redesigned to comfortably sleep 4 with ample storage. The living room, primary bedroom and balcony all feature stunning views of the beach, gulf and Siesta’s spectacular sunsets. This condo is in Siesta Breakers, a gated complex within easy walking distance of dining, shopping, and a full-service marina with boat rentals. Play a game of tennis or pickleball on the two community courts. Leave your car at home and walk or take the free Trolley to nearby Siesta Key Village. This ideal location features easy access on and off the Key allowing more time to enjoy your coastal waterfront living. Welcome home to Siesta Key.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Celinda "Suki" Scollo