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1774 CHEROKEE DR Sarasota, FL 34239

Open Tue 10AM-1PM

UPDATED:

$ 3,975,000
1774 CHEROKEE DR Sarasota, FL 34239
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FL > Sarasota > Cherokee Park 2
Sarasota, FL 34239,1774 CHEROKEE DR
Sarasota, FL 34239,1774 CHEROKEE DR
Sarasota, FL 34239,1774 CHEROKEE DR
Sarasota, FL 34239,1774 CHEROKEE DR
Sarasota, FL 34239,1774 CHEROKEE DR
Sarasota, FL 34239,1774 CHEROKEE DR
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Rich Henderson

Rich Henderson

rich@myrealtorrich.com +1(630) 338-3792
$ 3,975,000
Est. payment | /mo

4 Beds

5 Baths

3,821 SqFt


Save
$ 3,975,000
Est. payment | /mo
Save

4 Beds

5 Baths

3,821 SqFt

Open House

Tue Nov 18, 10:00am - 1:00pm

Key Details

Property Type Single Family Home

Sub Type Single Family Residence

Listing Status Active

Purchase Type For Sale

Square Footage 3,821 sqft

Price per Sqft $1,040

Subdivision Cherokee Park 2

MLS Listing ID A4669184

Bedrooms 4

Full Baths 3

Half Baths 2

HOA Fees $375

HOA Y/N Yes

Annual Recurring Fee 375.0

Year Built 1982

Annual Tax Amount $17,603

Lot Size 0.460 Acres

Acres 0.46

Property Sub-Type Single Family Residence

Source Stellar MLS

Property Description

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.

Location

State FL

County Sarasota

Community Cherokee Park 2

Area 34239 - Sarasota/Pinecraft

Zoning RSF1

Rooms

Other Rooms Den/Library/Office, Inside Utility

Interior

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

Heating Electric

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

Flooring Ceramic Tile, Hardwood, Tile, Slate, Wood

Fireplaces Type Living Room, Wood Burning

Fireplace true

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

Laundry Inside

Exterior

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

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

Garage Spaces 2.0

Fence Fenced, Wood

Pool Deck, Heated, Lighting, Outside Bath Access, Tile

Community Features Street Lights

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

Roof Type Shake

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

Attached Garage true

Garage true

Private Pool Yes

Building

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

Entry Level Two

Foundation Crawlspace

Lot Size Range 1/4 to less than 1/2

Sewer Public Sewer

Water Public

Architectural Style Cape Cod

Structure Type Cement Siding,HardiPlank Type

New Construction false

Schools

Elementary Schools Southside Elementary

Middle Schools Brookside Middle

High Schools Sarasota High

Others

Pets Allowed Yes

Senior Community No

Ownership Fee Simple

Monthly Total Fees $31

Acceptable Financing Cash, Conventional

Membership Fee Required Optional

Listing Terms Cash, Conventional

Special Listing Condition None

Stellar MLS
© 2025 My Florida Regional MLS DBA Stellar MLS. All Rights Reserved.
Listed by Lenore Treiman MICHAEL SAUNDERS & COMPANY

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Rich Henderson
Rich Henderson

Sales Executive | License ID: SL3522272

rich@myrealtorrich.com

+1(630) 338-3792

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1774 CHEROKEE DR

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+1(630) 338-3792 rich@myrealtorrich.com

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