1774 Cherokee Drive

Off Market

1774 Cherokee Drive

Sarasota FL 34239

5131 sq. ft.

20000 sq. ft.

Single-Family

Last sold for $3,350,000

Lenore Treiman, last sold this property on 09 June 2026 after 458 days on market.

Overview

Welcome to this rarely available Cape Cod–style residence, comprised of a masterfully renovated main house and separate luxe guest house poised on an expansive 20,000 sq. ft. lot in Sarasota’s prestigious Cherokee Park. Elevated 23 feet above sea level and nestled on a wide, tree-lined street in the coveted West of Trail district—within the top-rated Southside school zone—this 4-bedroom, 3 full/2 half bath +office private compound blends timeless architecture with designer-curated sophistication. A stately front porch framed by lush landscaping and classic brick walkway introduces the home with understated grandeur. Handcrafted, glass-inlaid iron double doors open to a refined foyer where natural light, elegant millwork, and soaring 10-foot ceilings set the tone for the bespoke interiors beyond. Inside, original hardwood floors, designer lighting by Arteriors, Eichholtz, and Kelly Wearstler, and high-end finishes selected by Chelsea Dunbar of Blu Interiors create a sense of warmth and refinement throughout. The quartz-clad chef’s kitchen is as functional as it is beautiful, featuring a Wolf natural gas range, KitchenAid French-door refrigerator, ample pantry space, and custom cabinetry—perfectly suited for both intimate dining and entertaining. Anchored by a wood-burning fireplace, the main living and dining spaces flow seamlessly outdoors to an inviting Pennsylvania bluestone patio, low-maintenance Astroturf lawn, and wrap-around Brazilian teak deck—an idyllic setting for year-round enjoyment. The serene first floor primary suite is a private retreat showcasing three custom-designed walk-in closets and a spa-inspired bath with marble finishes, dual vanities, heated towel bar, and a zero-entry shower with body sprays. Ascend the custom staircase to find 2 tailored guest retreats with spa-like bath, each offering serene views and thoughtfully appointed details for ultimate comfort and privacy. Throughout the home, custom wallcoverings by Phillip Jeffries, Scalamandré, and Élitis add layers of texture and artistry, while upgraded systems—including a surround sound system, six climate zones, and multiple laundry areas—enhance everyday comfort. Resort-style living continues outdoors with a 9-foot-deep pool framed by classic Bevolo gas lanterns and an extraordinary luxury guest house built in 2016. This refined space includes an entertaining area with custom built-ins, full bar, refrigerator drawers, Scotsman icemaker, private guest suite, 1.5 baths, gym, and an outdoor teak shower. The fully equipped outdoor kitchen features a natural gas Lynx grill, XL Green Egg, quartzite prep counters, and a covered gazebo ideal for al fresco dining. All impact doors and windows, cedar shake roof, and Hardie Board siding add to the beauty and durability of the home. Completing this exceptional estate is an oversized 2.5-car detached garage and secure, fully fenced grounds with electric fence. Enjoy tree-lined streets with sidewalks and a true sense of community, all just a short stroll or golf cart ride to Southside Village where residents enjoy boutique shops, Morton’s Gourmet Market, cafés, and top-rated restaurants, and minutes from downtown Sarasota and Siesta Key Beach. This is refined Gulf Coast living—where timeless architecture meets effortless luxury in one of Sarasota’s most treasured neighborhoods.

Features

4 bedrooms

5 bathrooms

2 carspaces

2 garage spaces

5131 sq. ft. floor area

20000 sq. ft. lot size

Single-Family

Estimated Value

Based on this property and similar 4 bedroom single-family properties sold in Sarasota over the last 12 months, the estimated median property value of 1774 Cherokee Drive is $1.82m.

Median value

$1.82m

Estimated value range

$460k - $13.35m

Median days on market

Estimated value trend

-3%

decrease over the last 12 months

Average days on market is based on recent, comparable sales in Sarasota. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 1774 Cherokee Drive

2026

Sold

$3,350,000

09 Jun 2026 by Lenore Treiman, of MICHAEL SAUNDERS & COMPANY

2013

Sold

$875,000

12 Sep 2013 by Kelly Quigley, of MICHAEL SAUNDERS & COMPANY

Happy sellers in Sarasota

86%

86% of sellers in Sarasota reported that their sale price either exceeded or met their price expectations.

Sarasota stands out for consistently delivering exceptional satisfaction and strong market results for homeowners.

This is based on voluntary sentiment collected from 7 reviews in Sarasota over the last 12 months.

Local market activity for 4 bedroom single-family properties in Sarasota

In the last 12 months, 73 four-bedroom single-family properties similar to 1774 Cherokee Drive, have been sold.

This represents a 8% decrease in four-bedroom single-family properties sales when compared to the previous 12 months.

Sold

For Sale

Interested in selling?

People are reaching out to these agents in Sarasota for a market analysis.

Roberta Tengerdy PA and Carolyn Barker Collins PA

at Premier Sotheby's International Realty

(167 reviews)

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Angela Adams

at MICHAEL SAUNDERS & COMPANY

(52 reviews)

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Monika White

at Dalton Wade | Florida

(18 reviews)

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Kerry Langman

at Coldwell Banker Realty - Lakewood Ranch

(60 reviews)

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Nearby agents

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Roberta Tengerdy PA and Carolyn Barker Collins PA

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