1939 HIGH POINT DRIVE, Sarasota, FL, 34236 | $1,355,000

Tucked just moments from Hudson Bayou and Sarasota Bay, this gated mid-century modern compound offers a rare opportunity to own a meaningful piece of Sarasota’s architectural and artistic history while embracing a lifestyle that feels both inspired and entirely livable. Originally built in 1954 as a Ruth Richmond design and later reimagined by nationally recognized abstract artist Steve McCallum, the property blends authentic mid-century lines with bold creative character. Set behind walls and framed by lush tropical landscaping, the home unfolds as a private retreat within one of Sarasota’s most desirable cultural corridors. A paver drive leads to the striking architectural façade, clerestory windows, and modern courtyard entry. Inside, natural light pours through high transom windows and expansive sliding glass doors, highlighting the openness and warmth that define true mid-century design. The main residence offers three bedrooms and two full baths, with an open living and dining layout that flows effortlessly to the courtyard pool. Clean lines, tile flooring throughout, and thoughtful updates create a space that feels timeless yet comfortable. The private courtyard pool anchors the compound, surrounded by palms, bamboo, and multiple seating areas designed for relaxed evenings or intimate gatherings. The setting offers privacy without sacrificing proximity to downtown and the bayfront. The studio structure truly elevates the estate. Measuring approximately 56 by 32 feet with soaring 16-foot ceilings, it was purpose-built for large-scale creative work and now offers remarkable flexibility. With its own private entrance and a dedicated bathroom, the studio can function independently as a guest retreat, executive workspace, gallery-style studio, or wellness space. The space also includes a walk-in closet area that currently functions as both a walk-in closet and laundry room, adding additional convenience and functionality. An interior hallway also connects it to the main home, allowing seamless use for multigenerational living or extended guests while maintaining the option for complete privacy. For several years, the studio operated as a curated, owner-hosted guest experience, earning more than 200 five-star reviews and establishing itself among Sarasota’s earliest luxury short-term stays. That history speaks to its design appeal, comfort, and versatility. In addition to the main living spaces, the property also features an approximately 200 square foot storage room connected to the studio. This flexible area can easily function as an extension of the studio when the roll-up door is opened, creating additional usable space for creative work, storage, or studio expansion. Offering 2, 478 square feet under air across both structures, this property delivers architectural authenticity, creative scale, and compound-style living just minutes from downtown dining, galleries, and Sarasota’s renowned arts scene. This is a mid-century modern lifestyle property for those who value design, flexibility, and the freedom to shape a home around how they truly want to live. **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS. **

Features

  • Rooms: 9
  • Bedrooms: 3
  • Baths: 3 full
  • Laundry: Other
  • Style: Mid-Century Modern
  • Year Built: 1954
  • Garage: Driveway
  • Heating: Central, Electric
  • Cooling: Central Air, Mini-Split Unit(s)
  • Approx Sq. Feet: 2,478
  • Acreage: 0.23
  • Est. Taxes: $8,592
  • Lot Desc: City Lot, Irregular Lot, Landscaped
  • Elem. School: Southside Elementary
  • Middle School: Sarasota Middle
  • High School: Sarasota High
  • Pool: Heated, In Ground, Salt Water
  • Appliances: Built-In Oven, Cooktop, Dryer, Microwave, Range, Refrigerator, Washer
  • MLS#: A4676860
  • Days on Market: 30 days
  • Website: https://www.raveis.com
    /eprop/A4676860/1939highpointdrive_sarasota_fl?source=qrflyer
This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site comes in part from the IDX Program of MFRMLS (My Florida Regional MLS DBA Stellar MLS). The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. (last updated 4/2/2026 2:38:37 AM)
Listing courtesy of KELLER WILLIAMS CLASSIC GROUP   Phone: 941-900-4151

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NMLS Mortgage Loan Originator ID 16953

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1939 HIGH POINT DRIVE, Sarasota, FL, 34236

$1,355,000

Customer Service

William Raveis Real Estate

Phone: 888.699.8876

Contact@raveis.com

Melissa Cohn

RVP, Mortgage Banker

William Raveis Mortgage, LLC

Phone: 917.838.7300

Melissa.Cohn@raveis.com

NMLS Mortgage Loan Originator ID 16953

5/6 (30 Yr)
Adjustable Rate Jumbo*
30 Year
Fixed-Rate Jumbo
15 Year
Fixed-Rate Jumbo
Loan Amount $1,084,000 $1,084,000 $1,084,000
Term 360 months 360 months 180 months
Initial Interest Rate** 5.750% 6.125% 6.000%
Interest Rate based on Index + Margin 8.125%
Annual Percentage Rate 6.251% 6.259% 6.203%
Monthly Tax Payment $716 $716 $716
H/O Insurance Payment $125 $125 $125
Initial Principal & Interest Pmt $6,326 $6,587 $9,147
Total Monthly Payment $7,167 $7,428 $9,988

* The Initial Interest Rate and Initial Principal & Interest Payment are fixed for the first and adjust every six months thereafter for the remainder of the loan term. The Interest Rate and annual percentage rate may increase after consummation. The Index for this product is the SOFR. The margin for this adjustable rate mortgage may vary with your unique credit history, and terms of your loan.

** Mortgage Rates are subject to change, loan amount and product restrictions and may not be available for your specific transaction at commitment or closing. Rates, and the margin for adjustable rate mortgages [if applicable], are subject to change without prior notice.

The rates and Annual Percentage Rate (APR) cited above may be only samples for the purpose of calculating payments and are based upon the following assumptions: minimum credit score of 740, 20% down payment (e.g. $20,000 down on a $100,000 purchase price), $1,950 in finance charges, and 30 days prepaid interest, 1 point, 30 day rate lock. The rates and APR will vary depending upon your unique credit history and the terms of your loan, e.g. the actual down payment percentages, points and fees for your transaction. Property taxes and homeowner's insurance are estimates and subject to change.