1585 South Drive, Sarasota, FL 34239
- $2,300,000
- 3
- BD
- 4
- BA
- 2,764
- SqFt
- Sold Price
- $2,300,000
- List Price
- $2,275,000
- Status
- Sold
- Days on Market
- 22
- Closing Date
- Dec 02, 2025
- MLS#
- A4666035
- Property Style
- Single Family
- Architectural Style
- Cape Cod, Coastal, Cottage, Traditional
- Year Built
- 1964
- Bedrooms
- 3
- Bathrooms
- 4
- Baths Half
- 1
- Living Area
- 2,764
- Price per sq. ft.
- 823.08
- Lot Size
- 16,433
- Acres
- 0.38
- Total Acreage
- 1/4 to less than 1/2
- Legal Subdivision Name
- Cherokee Park 2
- Community Name
- Cherokee Park
- MLS Area Major
- Sarasota/Pinecraft
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.
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Additional Information
- Taxes
- $25810
- Minimum Lease Period
- 1 Week
- HOA Fee
- $325
- HOA Payment Schedule
- Annually
- Location
- Corner Lot, City Limits, Landscaped, Level, Sidewalk, Paved
- Community Features
- No Deed Restriction
- Property Description
- Two Story
- Zoning
- RSF1
- Interior Features
- Built-in Features, Ceiling Fans(s), Crown Molding, Eat-in Kitchen, Open Floorplan, Primary Bedroom Main Floor, Stone Counters, Walk-In Closet(s), Wet Bar, Window Treatments
- Floor
- Tile, Wood
- Appliances
- Bar Fridge, Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator, Tankless Water Heater, Touchless Faucet, Washer
- Utilities
- Cable Connected, Electricity Connected, Natural Gas Connected, Sewer Connected, Water Connected
- Heating
- Electric
- Air Conditioning
- Central Air
- Exterior Construction
- Wood Siding
- Exterior Features
- French Doors
- Roof
- Shingle
- Foundation
- Block, Crawlspace, Stem Wall
- Pool
- No Pool
- Garage Carport
- 2 Car Garage
- Garage Spaces
- 2
- Elementary School
- Southside Elementary
- Middle School
- Brookside Middle
- High School
- Sarasota High
- Pets
- Allowed
- Flood Zone Code
- X500
- Parcel ID
- 2039030009
- Legal Description
- BEG 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 PARK
Listing courtesy of COLDWELL BANKER REALTY. 941-388-3966
Selling Office: MICHAEL SAUNDERS & COMPANY.Mortgage Calculator
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