1. Florida
2. Sarasota
3. 1585 SOUTH DRIVE

1585 SOUTH DRIVE, Sarasota, FL 34239

• 3 beds |
• 4 baths |
• 2,764 sqft

Property Description

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 Status:

Active

Date Added:

September 24, 2025 at 05:00AM

Listing Office:

COLDWELL BANKER REALTY : 941-388-3966

Listing Agent:

Nick Gard : 941-500-4273

MLS ID:

A4666035

Interior

• General: Built-in FeaturesCeiling Fan(s)Crown MoldingEating Space In KitchenOpen FloorplanPrimary Bedroom Main FloorStone CountersWalk-In Closet(s)Wet BarWindow Treatments
• Appliances: Bar FridgeDishwasherDisposalDryerMicrowaveRangeRefrigeratorTankless Water HeaterTouchless FaucetWasher
• Laundry: InsideLaundry Room
• Flooring: TileHardwood
• A/C: Central Air
• Heating: Electric

Exterior

• General: French DoorsIrrigation System
• Style: Cape CodCoastalCottageTraditional

Construction

• Roofing: Shingle
• General: Wood SidingTwoBlockCrawlspaceStem Wall

Location

• Road/Access: Street Paved
• HOA Amenities: 325.0Annually
• Originating MLS: Stellar MLS
• County: Sarasota

Lot

• Zoning: RSF1BEG NE COR LOT 1 BLK C TH S 150 FT TH W 100 FT TH N 150 FT TH W 42 FT TH N 42 FT TH S 56-19 50.47 FT TH W 68-45 E 38.62 FT TH S 89-58 E 63.99 FT TO POB BEING PART OF REPLAT OF CHEROKEE PARK2039030009
• View: Trees/Woods

Utilities

• Utilities: Cable ConnectedElectricity ConnectedNatural Gas ConnectedSewer ConnectedWater Connected
• Water: Public
• Sewer: Public Sewer

Financial

• Source: Stellar MLS

This listing courtesy of Nick Gard, COLDWELL BANKER REALTY