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1774 CHEROKEE DRIVE SARASOTA FL 34239

$3,975,000
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1774 CHEROKEE DRIVE, SARASOTA, FL 34239 - MLS#MFRA4669184 1774 CHEROKEE DRIVE, SARASOTA, FL 34239 - MLS#MFRA4669184 1774 CHEROKEE DRIVE, SARASOTA, FL 34239 - MLS#MFRA4669184 1774 CHEROKEE DRIVE, SARASOTA, FL 34239 - MLS#MFRA4669184

Zev Freidus Broker / President
Zev Freidus
Broker / President
561-235-2161
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Overview of 1774 Cherokee Dr

4 Bedrooms
3/2 Bathrooms
2 Car Garage
5,131 Square Feet
3,821SF Living Area
Pool:
Yes
Water: None
Year Built 1982
Listed For 0 Days

Don't miss this home for sale in Cherokee Park! 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.

This luxury single family home was built in 1982 and features 4 bedrooms, and 3 full bathrooms plus 2 half baths. This home for sale is 5,131 square feet, with 3,821 sq ft being air conditioned living space. The home has a 2 car garage and has a private swimming pool.

Directions to this property are as follows: Located On The Corner Of Cherokee Drive And Osprey Avenue.

Please contact your ZFC agent for more information about MLS# MFRA4669184 or any other homes for sale in Sarasota or elsewhere in the Sarasota County area.

Features & Amenities

Appliances

Bar Fridge, Built-In Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Gas Water Heater, Ice Maker, Range Hood, Refrigerator, Tankless Water Heater, Washer

Other Equipment

Irrigation Equipment

Architecture

Cape Cod

Cooling

Central Air, Mini-Split Unit(s), Zoned

Heating

Electric

Flooring

Ceramic Tile, Hardwood, Tile, Slate, Wood

Parking

Electric Vehicle Charging Station(s), Garage Door Opener, Guest, Oversized

Lot Size

20000

View

view

Construction Materials

Cement Siding, Hardi Plank Type

Interior Features

Built-in Features, Ceiling Fans(s), Crown Molding, Eat-in Kitchen, Primary Bedroom Main Floor, Solid Wood Cabinets, Split Bedroom, Stone Counters, Vaulted Ceiling(s), Walk-In Closet(s), Window Treatments

Exterior Features

French Doors, Lighting, Outdoor Kitchen, Outdoor Shower, Rain Gutters

Lot Features

Corner Lot, Historic District, City Limits, On Golf Course, Oversized Lot

Patio And Porch Features

Covered, Deck, Front Porch, Rear Porch, Wrap Around

Pool Features

Deck, Heated, Lighting, Outside Bath Access, Tile

Roof

Shake

Window Features

Storm Window(s), Window Treatments

Utilities

Cable Connected, Natural Gas Connected, Public, Sewer Connected, Sprinkler Well

Laundry

Inside

Fencing

Fenced, Wood

Fireplace

Living Room, Wood Burning

Zoning

R S F1

Year Built

1982

Pets Allowed

Yes

Annual Real Estate Taxes

$17,603 (2024)

Legal Description

E 1/2 Of Lot 12 Blk E Cherokee Park

Property Type

Single Family Home

HOA Fees

$375 /

Other Structures

Gazebo, Guest House, Outdoor Kitchen

Community Features

Street Lights

Direction Faces

North

MLS Number

MFRA4669184

Universal Property Id

U S-12115-N-2039010112-R-N

Community Name

Cherokee Park 2

1774 Cherokee Dr Price Calculator

Get Mortgage Quote For This Home

The payment calculator figures for 1774 Cherokee Dr should be used as an estimate only. Loan terms including interest rate, and required downpayment will vary with each lender and/or individual. RE taxes for this home for sale are estimated based on the actual property taxes for this property for the tax year 2024 which are $17,603 but will likely change when this home sells. These estimations are calculated from a list price of $3,975,000 and a 25% down payment and do not include homeowners insurance which will vary greatly depending on the home characteristics and location.

Recent Home Sales near 1774 Cherokee Dr

Address Sale Price Bed Bth Size Location Sale Date
No comps found for this property

MLS# MFRA4669184 Listing History

10/14/2025 Listed for sale by MICHAEL SAUNDERS & COMPANY with MLS# MFRA4669184 with a list price of $3,975,000.

Sarasota County Schools

Elementary School

Middle School

High School

Public Transportation

Breeze Transit:

77 Siesta Islander

Breeze Transit:

Sarasota/US-41/Venice

Breeze Transit:

Sarasota/US-41/Venice

Breeze Transit:

77 Siesta Islander

Breeze Transit:

Sarasota/US-41/Venice

This listing of 1774 Cherokee Dr Sarasota FL 34239 was last updated on 2025-10-22 01:12:07. Listing courtesy of MICHAEL SAUNDERS & COMPANY.
MLS

Map of 1774 Cherokee Dr Sarasota FL 34239

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Zev Freidus Broker / President
Zev Freidus
Broker / President
561-235-2161
Call Me
Text Me
Email Me
When clicking Submit Request, you are registering to this website and agreeing that ZFC Real Estate, its affiliates or associated third parties may contact you, including with calls or texts by automated means. You also agree to our Terms of Use and Privacy Policy

The data relating to homes for sale or lease or other real estate for sale or for rent on the ZFC website comes in part from a cooperative data exchange program of the MLS in which this Broker participates. The real estate displayed may not be all of the homes in the database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Homes for sale that are listed by Brokers other than this Broker are marked with either the listing Broker's name or the MLS name or a logo provided by the MLS and the details page about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. ZFC, the Florida Association of Realtors and its cooperating Multiple Listing Services do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law including the fair housing act prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing. 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.

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