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You are here: Home / 1939 HIGH POINT DRIVE, SARASOTA, FL, 34236

1939 HIGH POINT DRIVE, SARASOTA, FL, 34236

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$1,395,000
New Listing

1939 HIGH POINT DRIVE
SARASOTA, FL 34236

For Sale|Single Family Residence|Active
3
Beds
3
Total Baths
3
Full Baths
2,278
SqFt
$612
/SqFt
1954
Built
Subdivision:
HIGH POINT CIRCLE
County:
Sarasota
Call Now: 941-421-7375
Is this the listing for you? We can help make it yours.
941-421-7375
Upcoming Open Houses
Sun, Mar 1, 1:00 PM - 3:00 PM
1939 HIGH POINT DRIVE1939 HIGH POINT DRIVE1939 HIGH POINT DRIVE1939 HIGH POINT DRIVE
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Monthly Payment (Est.)

$6,365
Calculator powered by Showcase IDX, a Constellation1 Company. Copyright ©2026 Information is deemed reliable but not guaranteed.
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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. 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. Offering 2,278 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.**

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Listing Snapshot
Price 
$1,395,000
Days On Site 
0 Days
Bedrooms 
3
Inside Area (SqFt) 
2,278 sqft
Total Baths 
3
Full Baths 
3
Partial Baths 
N/A
Lot Size 
0.23 Acres
Year Built 
1954
MLS® Number 
A4676860
Status 
Active
Property Tax 
$8,591.51
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Public Records
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What's This?
Private
Recent Activity
5 hours agoListing updated with changes from the MLS®
8 hours agoListing first seen on site
General Features
Acres 
0.23
Direction Faces 
Southwest
Foundation 
Slab
Levels 
One
Number Of Stories 
1
Parking 
Driveway
Property Sub Type 
Single Family Residence
Sewer 
Public Sewer
SqFt Total 
3105
Style 
Mid-Century Modern
Utilities 
Cable AvailableElectricity AvailableSewer AvailableWater Available
Water Source 
Public
Zoning 
RSF3
Interior Features
Appliances 
CooktopDryerMicrowaveRangeRefrigeratorWasher
Cooling 
Central Air
Flooring 
TerrazzoTile
Furnished 
Unfurnished
Heating 
CentralElectric
Interior 
Built-in Features
Laundry Features 
Other
Window Features 
Window CoveringsWindow Treatments
Bathroom 1 
Dimensions - 8x9Level - First
Bathroom 3 
Dimensions - 13x10Level - First
Bedroom 1 
Dimensions - 11x12Level - First
Bedroom 2 
Dimensions - 12x12Level - First
Kitchen 
Dimensions - 13x10Level - First
Living Room 
Dimensions - 18x14Level - First
Master Bathroom 
Dimensions - 8x9Level - First
Master Bedroom 
Dimensions - 18x12Level - First
Studio 
Dimensions - 28x23Level - First
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Exterior Features
Construction Details 
BlockStucco
Exterior 
LightingPrivate Yard
Fencing 
Masonry
Lot Features 
Irregular LotLandscapedPaved
Patio And Porch 
Patio
Pool Features 
HeatedIn GroundSalt WaterPrivate
Private Pool 
Yes
Roof 
Shingle
Windows/Doors 
Window CoveringsWindow Treatments
Community Features
Financing Terms Available 
CashConventional
MLS Area 
34236 - Sarasota
Roads 
Paved
Township 
36S
Schools
School District
Unknown
Elementary School
Southside Elementary
Middle School
Sarasota Middle
High School
Sarasota High
Listing courtesy of KW COASTAL LIVING III (941) 248-2147



Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2026, Stellar MLS.
Last checked: 2026-02-26 06:37 PM EST

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
Powered by Showcase IDX, a Constellation1 Company
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The Wendy Lynn Group Sarasota exp Realty

  • 1300 Main Street, Sarasota, FL 34236
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The Wendy Lynn Group Sarasota exp Realty

  • 1300 Main Street, Sarasota, FL 34236
  • 941-421-7375
  • info@sunnysarasotahomes.com

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