My Active Listings - Page 12 - Michael Gray Sarasota Homes For Sale

My Active Listings

Some or all of the listings below are provided by the St. Armands office.

$1,875,000 ^(USD)

Sarasota Area Single Family Home

5500 Merrimac Drive Sarasota, FL 34231

One or more photo(s) has been virtually staged. Live the Ultimate Florida Lifestyle in This Waterfront Paradise! Nestled in the heart of Phillippi Gardens, this extraordinary property offers the perfect blend of tranquility, luxury, and convenience. Set on an OVERSIZED .61-ACRE LOT WITH OVER 400 FEET OF PRIVATE WATER FRONTAGE. Along two serene waterways just off Phillippi Creek, this home is a true tropical oasis—peaceful and secluded, yet minutes from everything Sarasota has to offer. Inside, the residence showcases a flexible layout with FOUR SPACIOUS BEDROOMS, some easily adaptable for office, studio, or guest use, and FOUR FULL BATHROOMS making it ideal for hosting loved ones and guests. The interior has been thoughtfully updated from 2017 through 2024 blending modern comfort with timeless charm. Interior Highlights Include: An expansive great room with a DUAL-SIDED WOOD-BURNING FIREPLACE, a gourmet kitchen featuring stainless steel appliances, farmhouse sink and pot filler. Three bedrooms on the main level, including one en-suite, and a second-floor master suite with a PRIVATE BALCONY OFFERING BREATHTAKING SUNRISE AND SUNSET VIEWS. Step outside and feel like you're on vacation every day. The lush, tropical grounds are packed with resort-style amenities: Tiki hut with a full bar and grill, two fire pits, five-zone low-voltage night lighting creating a magical evening ambiance, heated pool and spa, boat lift, a new boathouse (2019) and new seawall (2023/2024). Additional Upgrades: Two new A/C units (2019), septic-to-sewer conversion (2018). Tucked away at the end of a quiet cul-de-sac, this home offers privacy without sacrificing accessibility. You're just a short bike ride to the Gulf beaches, near The Landings for shopping and dining, and minutes from downtown Sarasota’s vibrant arts and culture scene.

Listing Courtesy of

STELLAR / Coldwell Banker Realty / Steve Abbe

$1,800,000 ^(USD)

Sarasota Area Single Family Home

746 Plymouth Street Sarasota, FL 34242

Nestled in the heart of Siesta Key, this home offers the perfect blend of relaxation and opportunity. Whether you're seeking a serene beach getaway, a lucrative vacation rental, or a full-time residence, this property checks all the boxes. The home’s unique floor plan is flooded with natural light, creating a bright, inviting atmosphere throughout. A rare find, both the home and the garage are elevated, ensuring that all living spaces are conveniently located on a single level. This thoughtful design and high elevation provide easy access to the pool and give peace of mind – no flooding in the house or garage from recent storms. Even the driveway is elevated, keeping your cars high and dry. As you step inside, soaring 12-foot ceilings greet you in the foyer and main living area, with expansive glass sliding doors framing the view of the pool. The floor plan includes 3 spacious bedrooms, plus a versatile mother-in-law suite. The primary bedroom boasts enough room for a separate sitting area and direct access to the pool, while the second bedroom also enjoys direct pool views and access. The dining room and fourth bedroom have been reconfigured to form a cozy mother-in-law suite, but the original layout could be easily reinstated. Outdoor living takes center stage in this tropical oasis, with a heated pool offering the perfect retreat. The oversized, 26-foot deep two-car garage provides ample space for your toys and beach gear. Recent updates include a tankless hot water system and a new pool heater installed in 2022. Whether you choose to update the home to suit your personal style or enjoy its current coastal cottage charm, the possibilities are endless. Located in a tranquil, natural setting, this property can become your peaceful beach escape, a profitable rental investment or a combination of both. Currently being used for short term rentals, and rental history available on request. Just a short walk or bike ride to the renowned Siesta Key beaches, along with easy access to local dining, shopping, and nightlife. This is a rare opportunity you won’t want to miss!

Listing Courtesy of

STELLAR / Coldwell Banker Realty / Carla Rayman Kidd

$1,750,000 ^(USD)

Sarasota Area Single Family Home

1719 Kenilworth Street Sarasota, FL 34231

Under contract-accepting backup offers. 1719 KENILWORTH -WEST OF TRAIL- where space, elegance, and Sarasota’s most desirable lifestyle converge—all at a price that represents remarkable value in this highly coveted corridor. With more than 4,400 square feet of thoughtfully designed living space, this 5 Bedroom, 5 Bathroom (4 En Suite) home delivers a perfect balance of sophistication and comfort, crafted for both everyday living and memorable entertaining.
Step inside and be immediately struck by the voluminous ceilings that create a grand sense of space. A wide impressive wood staircase adds character and expansive hallway provides a graceful introduction to the home’s flowing layout. Sunlight pours through the sliders and windows, illuminating the formal and casual living areas and highlighting the seamless transition from indoor spaces to the gorgeous outdoor retreat.
At the heart of the home, the chef’s kitchen features double ovens, a generous center island, and a built-in coffee station, making it perfect for everything from weekday breakfast to weekend entertaining. A convenient downstairs En Suite Bedroom is perfect for multigenerational living, visiting guests, or main-level accessibility. Sliding doors open to the outdoor living space, where a saltwater, solar-heated pool and spa take center stage, framed by lush landscaping and low-maintenance turf. This private oasis is ideal for morning swims, quiet afternoons, or lively evenings under the stars.
Upstairs, the spacious owner’s suite offers a serene retreat with dual walk-in closets and a spa-inspired bath featuring dual vanities and an oversized shower. Three additional En Suite Bedrooms provide comfort and privacy for family or guests, while a versatile loft adds flexibility for work, study, or hobbies.
Premium finishes reinforce the home’s exceptional value: ceramic tile floors on the main level for timeless style and easy care, and luxury vinyl floors upstairs for warmth, comfort, and durability. Additional upgrades including impact windows, a three car garage, dual HVAC system, and a sprinkler system.
Life West of Trail is about more than location; it is a lifestyle defined by privacy, convenience, and access to Sarasota’s best. From this tranquil residential setting, you are just 3.7 miles from Siesta Key Village, offering world-famous white sand beaches, vibrant arts, and dining options. Additionally, the charming Southside Village is nearby, featuring Morton’s Gourmet Market, restaurants and a variety of boutique shops. Selby Gardens and downtown with all that the city offers is just 5 minute drive. Homes of this size, quality, and location seldom come to market at this price point, making this an exceptional opportunity for discerning buyers.

Listing Courtesy of

STELLAR / Coldwell Banker Realty / Danelle Haag

$1,750,000 ^(USD)

Osprey Area Single Family Home

422 Blue Garden Lane Osprey, FL 34229

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

$1,599,000 ^(USD)

Longboat Key Area Single Family Home

619 Buttonwood Drive Longboat Key, FL 34228

One or more photo(s) has been virtually staged. Welcome to an exceptional mid-century modern waterfront residence in Buttonwood Harbor, custom renovated from the ground up to deliver luxury coastal living. Situated on a deepwater canal with direct Gulf access, this 3-bedroom, 2-bath home offers timeless mid-century architecture, exceptional boating access, and thoughtfully integrated modern upgrades. Boaters will appreciate the private dock with a 13,000-pound boat lift, electricity, water, dock lighting, a raised seawall cap, and effortless navigation to open water. Inside, the open-concept layout centers on a spectacular chef’s kitchen featuring custom shaker cabinetry, high-end appliances, a commercial-grade induction range with vent hood, wall oven, and an oversized quartzite island that anchors the space with elegance and functionality. Porcelain tile flows throughout the home, complementing the fresh interior and exterior finishes. The primary suite offers a spa-quality experience with a freestanding soaking tub, frameless glass walk-in shower, and dual vanities. Additional highlights include a new roof and HVAC system including new ductwork installed in 2020, a large laundry and utility room, a two-car garage, and a circular paver driveway. The outdoor living area is equally compelling, with tropical landscaping, a pergola, firepit, outdoor shower, and room to entertain. Located in one of Longboat Key’s most desirable neighborhoods, the property offers access to a private boat ramp, fishing piers, beach access, and irrigation water through an optional $600 per year HOA. This is a rare opportunity to own a fully renovated waterfront home that delivers both immediate comfort and enduring value. Private showings available by appointment.

Listing Courtesy of

STELLAR / Coldwell Banker Realty / Michelle Musto

$1,595,000 ^(USD)

Longboat Key Area Condominium

1055 Gulf Of Mexico Drive 305 Longboat Key, FL 34228

STEP BACK AND LOOK! Nicest Property on market at BEACHPLACE. LOOK CLOSELY AT THE PICTURES! OR SCHEDULE A VISIT. A GETAWAY WITH EVERY AMENITY POSSIBLE. Kitchen includes high end appliances, beautifully imagined countertop placement to navigate for cooking fabulous dinners! NEED SPACE? CABINETRY ABOUNDS! LOOK IN HALLWAY BY SECOND BATHROOM, NEW WINE, BEER OR DRINK REFRIGERATOR with special storage space. Second Bathroom converted into private suite for your guests. Hurricane windows and doors are there for water and wind safety. BUT LOOK AT YOUR VIEW OF THE GULF FROM the BEAUTIFUL LANAI. MASTER SUITE IS EXCLUSIVE, COMFORTABLE, QUIET, AND IS CONNECTED TO THE PORCH! So come explore before too long.

Listing Courtesy of

STELLAR / Coldwell Banker Realty / James "Jim" Weingart

$1,549,000 ^(USD)

Osprey Area Condominium

401 N Point Road 901 Osprey, FL 34229

This opulent 3 bedroom plus den, 3 bath residence with a PRIVATE 2 CAR GARAGE located in Meridian at The Oaks Preserve, is a dream come true! A penthouse-level end unit situated on the north side of the building, it has been carefully updated and meticulously maintained. From the moment you step off your private elevator you will be impressed by this spacious unit. 10 foot ceilings, floor-to-ceiling windows and sliding doors flood the rooms with light and make the interior open and bright. The beauty of the interior is complimented by gorgeous water views from the screened balcony and from most of the rooms in the unit. With so many touches like wide plank flooring, tray ceilings, custom lighting fixtures, a large eat-in area in the open kitchen and a formal dining area, a big laundry room, as well as the previously mentioned 2 car garage with epoxy floor, you would be hard pressed to find a more perfect place to call home. The Meridian has a residents-only pool, spa and work out room. Located in the heart of south Sarasota, The Oaks offers 2 championship golf courses, a world-class tennis facility, a state-of-the art wellness center and a wide variety of club amenities, including dining options and social offerings. Club membership is required with homeownership.

Listing Courtesy of

STELLAR / Coldwell Banker Realty / Steve Abbe

$1,395,000 ^(USD)

Sarasota Area Land

132 Harrison Drive Sarasota, FL 34236

MAJOR PRICE REDUCTION!! Lido Beach Land Opportunity – Just one block from Lido Beach and a short stroll to St. Armands Circle, this 8,608 sq. ft. property offers exceptional potential in one of Sarasota’s most desirable coastal enclaves. Zoned RMF3, it allows for flexible redevelopment options including single-family or multi-family use. The existing structure—a storm-damaged 3-bedroom, 2-bath home with an attached 1-bedroom apartment—offers possibilities for renovation, income potential, or complete redevelopment. While the property was impacted by Hurricane Helene, it presents a rare chance to create a custom beach retreat or investment property. Enjoy morning walks by the Gulf, stunning sunsets, and the convenience of downtown Sarasota just minutes away. Property sold as-is.

Listing Courtesy of

STELLAR / Coldwell Banker Realty / Kerry McCarthy

$1,395,000 ^(USD)

Sarasota Area Single Family Home

132 Harrison Drive Sarasota, FL 34236

MAJOR PRICE REDUCTION! Prime Lido Beach Opportunity – Discover the potential of this Old Florida gem, located just one block from Lido Beach and less than a mile walk or bike ride to the vibrant shops and dining of St. Armands Circle. Lido Beach offers a serene coastal escape while being just minutes from the energy of downtown Sarasota. Enjoy breathtaking sunsets, peaceful morning walks along the shore, and endless opportunities for swimming, kayaking, and wildlife watching in this coastal paradise. This 3-bedroom, 2-bathroom main home features an attached 1-bedroom, 1-bathroom apartment, offering flexibility for rental income, a guest suite, or multi-generational living.

Lovingly lived in by one owner for nearly 40 years, this home sits on an 8,608 sq. ft. lot, this property is zoned RMF3 - Residential, Multi-Family, providing incredible opportunities for redevelopment or investment. Whether you’re looking to renovate, expand, or build new, this lot offers endless possibilities in a prime location.

While the home has sustained storm damage from Hurricane Helene, it presents an exceptional opportunity for investors or buyers looking to build equity in one of Sarasota’s most sought-after beachside communities.

Don’t miss out on this rare chance to own on Lido Key. Property is being sold as-is.

Listing Courtesy of

STELLAR / Coldwell Banker Realty / Kerry McCarthy

$1,350,000 ^(USD)

Osprey Area Condominium

3621 North Point Road 603 Osprey, FL 34229

Prepare to be captivated by this COMPLETELY UPDATED, meticulously maintained, and thoughtfully appointed 3 bedroom, 3 bath condo located in Meridian at The Oaks Preserve. This spacious residence has everything you need to embrace a carefree, luxury lifestyle. As you step off your private elevator, you’ll be greeted by an inviting, open layout that radiates brightness and elegance. The great room seamlessly integrates the dining and living areas, offering stunning views of the serene water and lush preserve from your privately screened balcony. The scene is nothing short of breathtaking! The kitchen is a dream come true for any culinary enthusiast, boasting an abundance of counter space, gleaming KitchenAid stainless steel appliances (including an induction cooktop and micro convection oven), and pristine white cabinetry. Retreat to the master suite, a sanctuary of comfort and sophistication. This spacious bedroom opens directly to the balcony and features two large custom closets with built-ins. The adjoining bathroom is a masterpiece of refinement, complete with a luxurious soaking tub, a large walk-in shower, dual vanities, and elegant mirrors. The additional bedrooms are generously sized, with one currently serving as an office/den. Every detail has been thoughtfully considered, including IMPACT GLASS throughout the unit—exclusive to this and two other buildings. The KEVLAR windows, doors, and balcony screening offer enhanced protection and eliminate the need to stow patio furniture during storms. This condo has it all: incredible guest baths, window seats with storage, a dry bar with built-in wine refrigerator and glass fronted cabinet for your stemware, crown molding, custom lighting fixtures, ceiling fans, plantation shutters, a Maytag washer & dryer in the large, recently renovated laundry room. With two designated parking spaces and countless other perks, this property is a gem. You truly must see it to appreciate all it has to offer! Living in Meridian means enjoying exclusive access to a private pool, spa, and workout room. And you can take advantage of everything else The Oaks, Sarasota’s premier golf and country club, has to offer: two championship 18-hole golf courses, 12 HAR-TRU tennis courts (4 lighted), 4 pickleball courts, a state-of-the-art WellFit Center, an award-winning culinary team, and a wide variety of social and recreational offerings. Club membership is required with homeownership.

Listing Courtesy of

STELLAR / Coldwell Banker Realty / Steve Abbe

Coldwell Banker - St. Armands

© 2024 Coldwell Banker Real Estate LLC

Terms Of Use | Privacy Policy

Accessibility Statement | Fair Housing Notice

© Coldwell Banker 2023 – 2024. All Rights Reserved. Coldwell Banker and the Coldwell Banker logo are trademarks of Coldwell Banker Real Estate LLC. The Coldwell Banker® System is comprised of company owned offices which are owned by a subsidiary of Anywhere Advisors LLC and franchised offices which are independently owned and operated. The Coldwell Banker System fully supports the principles of the Fair Housing Act and the Equal Opportunity Act.