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$2,275,000

Listing Price

3beds

4baths

2,764sqft

16,433sqft lot

1585 South Dr, Sarasota, FL 34239

Member Features

Find Real Estate Bargain!

  • Full foreclosure details

  • Home value, equity and ownership info

  • Find homes priced below market

  • Get full access with a FREE Account

Already a member?

For Sale

Single Family

Home type

832.13

Price / sqft

1964

Year built

Home Details

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.nnFrom 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.nnAt 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.nnThe 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, childrens room, or home office. Upstairs, a private retreat includes a large bedroom with dormer windows, built-in windo

Interior Details

Square Feet
  • 2764

Bedrooms
  • 3

Bathrooms
  • 4

Heating
  • Has Heating:

    Yes

  • Heating Type:

    Central

Cooling
  • Has Cooling:

    Yes

  • Cooling Type:

    Central

Fuel
  • Has Fuel:

    No

  • Fuel Type:

    N/A

Basement
  • Has Basement:

    No

  • Basement Type:

    N/A

Flooring
  • Has Flooring:

    No

  • Flooring Type:

    Wood (unspecified)

Fireplace
  • Has Fireplace:

    Yes

  • Fireplace Type:

    N/A

Property Details

Lot Size
  • 16433

Water
  • Yes

Sewer
  • Yes

Parking
  • Type:

    Garage, Attached

  • Location:

    N/A

  • Status:

    N/A

  • Number of Spaces:

    2

Deck
  • No

Patio
  • Yes

Fence
  • No

Pool
  • No

Porch
  • No

Stoop
  • No

Breezeway
  • No

Construction Details

Number of Stories
  • 2

Style
  • N/A

Exterior
  • Wood Siding

Foundation
  • N/A

Roof
  • Hip

Roofing Material
  • Asphalt

Tax History

Year

Amount

Land

Improvement

Percent Change

Assessment

2020

$11,858

$600,300

$119,300

--%

$719,600

2019

$12,654

$649,000

$122,600

--%

$771,600

2018

$5,308

$0

$0

--%

$347,591

2017

$5,157

$0

$0

--%

$328,915

2016

$5,125

$0

$0

--%

$322,150

2014

$5,188

$0

$0

--%

$317,372

2013

$5,161

$0

$0

--%

$312,682

2012

$4,985

$0

$0

--%

$307,455

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Average Home Price in 34239

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$2,447,000

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3 Beds

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Sold 09/29/2026

$1,774,460

3 Beds

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Sold 10/27/2026

$1,588,807

4 Beds

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Sold 10/13/2026

$1,850,000

4 Beds

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18,198 Lot (sqft)

Sold 10/26/2026

$1,690,000

5 Beds

2 Baths

3,032 Sqft

5,850 Lot (sqft)

Sold 11/02/2026

$1,895,000

3 Beds

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2,483 Sqft

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Sold 10/26/2026

$2,105,997

4 Beds

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11,262 Lot (sqft)

Sold NaN/NaN/NaN

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Calculators

Mortgage

Mortgage Calculator

Calculate your monthly mortgage payments.
Household Income
70,000
$
Home price
2,275,000
$
Down payment
455,000
$
Mortgage Rate
6.5
%
Loan Term
Property Tax Rate
1.1
%
Homeowner's Insurance (Annual)
13,650
$
HOA (Monthly)
0
$
PMI
0
$
$14,727
Your Payment
Total Monthly Payment:$14,727
Percent of Income:252%
Affordable:No

Details for 1585 SOUTH DR

Property Debt

Foreclosure Contact Details