Under contract-accepting backup offers. Welcome to 1585 South Drive, a timeless cottage-style residence in the beloved West of Trail community of Cherokee Park. Thoughtfully updated and rich with character, this home seamlessly blends historic charm with modern comfort. Refinished white oak floors, abundant natural light, stylish finishes, and a gracious, contemporary layout make it truly move-in ready. Elevated more than 10 feet above sea level yet just three houses from the bay, the home enjoys both beauty and peace of mind on a corner lot at the quiet end of the street.
From the inviting brick front porch, step into a foyer with custom board-and-batten detailing. To the right, a generous living room encourages gathering; to the left, a versatile office, den, or sitting room is tucked behind sliding doors for a quieter retreat. Expansive windows frame leafy views and bathe the interiors in light.
At the heart of the home, the oversized kitchen impresses with a large central island, abundant counter space, walk-in pantry, wet bar, and KitchenAid appliances. The adjoining dining room opens to the backyard and screened porch, creating seamless indoor-outdoor living.
The primary suite is privately situated on the main level, offering a spacious walk-in closet, serene ensuite bath, and direct screened porch access. Nearby, a second bedroom with its own hall bath serves perfectly as a guest suite, children’s room, or home office. Upstairs, a private retreat includes a large bedroom with dormer windows, built-in window seats, an ensuite bath, and extensive storage.
Additional highlights include a recently remodeled marble powder room, a well-equipped laundry room, an irrigation well, and an attached two-car garage. The generously sized lot offers ample room for a pool, guest house, or future expansion.
Sarasota's West of Trail neighborhoods are coveted for their proximity to Sarasota Memorial Hospital, downtown, and the sugar white sands of Siesta Key. Cherokee Park is perhaps the most prized of these, celebrated for its stately homes, wide tree-lined streets with sidewalks, walkability to Southside Village and Southside Elementary, and cherished traditions — from bustling Halloweens to twinkling luminaries and carriage rides at the holidays. While the surrounding streets boast their share of impressive new construction, this well-proportioned and well-preserved original stands apart for its enduring charm, turnkey livability, and exceptional value. Designer furnishings by Pecky Interiors are optionally available.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Nicholas "Nick" Gard
$799,000 (USD)
Sarasota Area Land
Active
5587 Shadow Lawn Drive Sarasota, FL 34242
Bed
0 Baths
sqft
MLS# A4657583
Nestled on picturesque Shadow Lawn Drive, this 12,800-square-foot lot offers an exceptional canvas for your custom home. Framed by mature live oaks on the front left and back right corners, the property blends natural beauty with an enviable location.
Enjoy the best of Siesta Key living—just an 8-minute stroll to the powdery sands of world-famous Siesta Beach and just over a mile to the dining and shopping of Siesta Village. Despite its proximity to these sought-after amenities, the property feels peaceful and secluded, tucked away on a quiet street removed from the island’s main thoroughfares.
With nearly 100 feet of street frontage and a depth of 120 feet, the lot offers a generous and flexible building footprint. Whether you envision a sleek, modern coastal retreat or a charming, classic island cottage, this is a rare opportunity to create your ideal Siesta Key home in one of its most desirable neighborhoods.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Nicholas "Nick" Gard
$699,000 (USD)
Longboat Key Area Condominium
Active
2020 Harbourside Drive 432 Longboat Key, FL 34228
2 Bed
2 Baths
1312 sqft
MLS# A4669050
Experience true elegance in this alluring 2-bedroom, 2-bathroom residence with breathtaking water views. Designed with the highest level of sophistication in mind, this inviting unit exceeds expectations, offering custom features throughout. The color palette, material selections, and design choices evoke the sophistication of a city skyscraper and the calming tranquility of a luxury hotel. Step inside to find sleek porcelain tile flooring, solid walnut and rift oak cabinetry, and double-thick stone countertops, all meticulously selected for a refined modern aesthetic. All new LED lighting throughout the home makes the art-filled space feel like a chic gallery. Expansive new hurricane-rated windows not only showcase the stunning waterfront vistas but also provide enhanced energy efficiency and storm protection. For added peace of mind, remote-controlled hurricane shutters have been installed over the impact-rated windows to ensure the residence remains protected no matter the weather. Nestled on the shoreline of Bay Isles, a gated community with 24-hour security, residents enjoy resort-style amenities, including a heated community pool, hot tub, fitness center, and elevator access. Golf enthusiasts will appreciate proximity to world-class golf courses (requiring membership) at the renowned Longboat Key Club. With private Bay Isles beach access, residents can step directly onto the pristine sands of Longboat Key. This prime location is also just steps from the brand-new St. Regis Hotel, offering fine dining, spa services, and exclusive luxury experiences. Additionally, the vibrant shopping and dining scene of St. Armands Circle is just a short drive away, providing an array of boutiques, cafés, and gourmet restaurants. This artful, curated residence is ready for you to move right in, with select art and furniture separately available.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Nicholas "Nick" Gard
STELLAR / Coldwell Banker Realty / Nicholas "Nick" Gard
From the inviting brick front porch, step into a foyer with custom board-and-batten detailing. To the right, a generous living room encourages gathering; to the left, a versatile office, den, or sitting room is tucked behind sliding doors for a quieter retreat. Expansive windows frame leafy views and bathe the interiors in light.
At the heart of the home, the oversized kitchen impresses with a large central island, abundant counter space, walk-in pantry, wet bar, and KitchenAid appliances. The adjoining dining room opens to the backyard and screened porch, creating seamless indoor-outdoor living.
The primary suite is privately situated on the main level, offering a spacious walk-in closet, serene ensuite bath, and direct screened porch access. Nearby, a second bedroom with its own hall bath serves perfectly as a guest suite, children’s room, or home office. Upstairs, a private retreat includes a large bedroom with dormer windows, built-in window seats, an ensuite bath, and extensive storage.
Additional highlights include a recently remodeled marble powder room, a well-equipped laundry room, an irrigation well, and an attached two-car garage. The generously sized lot offers ample room for a pool, guest house, or future expansion.
Sarasota's West of Trail neighborhoods are coveted for their proximity to Sarasota Memorial Hospital, downtown, and the sugar white sands of Siesta Key. Cherokee Park is perhaps the most prized of these, celebrated for its stately homes, wide tree-lined streets with sidewalks, walkability to Southside Village and Southside Elementary, and cherished traditions — from bustling Halloweens to twinkling luminaries and carriage rides at the holidays. While the surrounding streets boast their share of impressive new construction, this well-proportioned and well-preserved original stands apart for its enduring charm, turnkey livability, and exceptional value. Designer furnishings by Pecky Interiors are optionally available.