$3,975,000

1774 Cherokee Drive, Sarasota, FL 34239

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$3,975,000

1774 Cherokee Drive Sarasota, FL 34239

For Sale MLS# A4669184

4 beds 5 baths 3,821 sq ft Single Family

OPEN HOUSE: Sunday, 1/4 01:00 PM - 03:00 PM

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Data current as of 31/12/2025 19:59:15

Details for 1774 Cherokee Drive

MLS# A4669184

Description for 1774 Cherokee Drive, Sarasota, FL, 34239


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.

Listing Information


Property Type: Residential, Single Family Residence

Status: Active

Bedrooms: 4

Bathrooms: 5

Lot Size: 0.46 Acres

Square Feet: 3,821 sq ft

Year Built: 1982

Garage: Yes

Stories: 2 Story

Construction: Cement Siding,HardiPlank Type

Subdivision: Cherokee Park 2

Foundation: Crawlspace

County: Sarasota

School Information


Elementary: Southside Elementary

Middle: Brookside Middle

High: Sarasota High

Room Information


Main Floor

Dining Room: 10x12

Living Room: 14x23

Great Room:

Office: 7x12

Primary Bathroom: 9x12

Primary Bedroom: 12x21

Kitchen: 13x15

Upper Floor

Gym:

Bedroom 4:

Bedroom 3: 11x13

Bedroom 2: 14x17

Bathrooms

Full Baths: 3

1/2 Baths: 2

Additonal Room Information

Laundry: Inside

Interior Features


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

Flooring: Ceramic Tile,Engineered Hardwood,Porcelain Tile,Slate,Wood

Basement: Crawl Space

Doors/Windows: Window Treatments, Storm Window(s)

Fireplaces: Living Room, Wood Burning

Additional Interior Features: Walk-In Closet(s), Eat-In Kitchen, Split Bedrooms, Ceiling Fan(s), Vaulted Ceiling(s), Window Treatments, Built-in Features, Main Level Primary, Stone Counters, Wood Cabinets, Crown Molding

Utilities


Water: Public

Sewer: Public Sewer

Other Utilities: Cable Connected,Natural Gas Connected,Municipal Utilities,Sewer Connected

Cooling: Ceiling Fan(s), Central Air, Ductless, Zoned

Heating: Electric

Exterior / Lot Features


Attached Garage: Attached Garage

Garage Spaces: 2

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

Roof: Shake

Pool: Outside Bath Access, Heated, Tile

Fencing: fenced, Wood

Additional Exterior/Lot Features: French Patio Doors, Rain Gutters, Outdoor Shower, Sprinkler/Irrigation, Outdoor Kitchen, Lighting, Deck, Covered, Rear Porch, Front Porch, Wrap Around, Corner Lot, Landscaped, City Lot, Oversized Lot, Historic District

Out Buildings: Gazebo, Guest House, Outdoor Kitchen

Community Features


Community Features: Street Lights

Homeowners Association: Yes

HOA Dues: $375

Driving Directions


Located on the corner of Cherokee Drive and Osprey Avenue.

Financial Considerations


Terms: Cash,Conventional

Tax/Property ID: 2039010112

Tax Amount: 17603

Tax Year: 2024

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Interest rate and annual percentage rate (APR) are based on current market conditions, are for informational purposes only, are subject to change without notice and may be subject to pricing add-ons related to property type, loan amount, loan-to-value, credit score and other variables. Estimated closing costs used in the APR calculation are assumed to be paid by the borrower at closing. If the closing costs are financed, the loan, APR and payment amounts will be higher. If the down payment is less than 20%, mortgage insurance may be required and could increase the monthly payment and APR. Contact us for details. Additional loan programs may be available. Accuracy is not guaranteed, and all products may not be available in all borrower's geographical areas and are based on their individual situation. This is not a credit decision or a commitment to lend.

Sales History

Date Price Change
Currently not available.

Tax Summary

Tax Year Estimated Market Value Total Tax
Currently not available.

Data powered by ATTOM Data Solutions. Copyright© 2025. Information deemed reliable but not guaranteed.

Schools nearby 1774 Cherokee Drive

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Data powered by ATTOM Data Solutions. Copyright© 2025. Information deemed reliable but not guaranteed.

The schools shown represent both the assigned schools and schools by distance based on local school and district attendance boundaries. Attendance boundaries change based on various factors and proximity does not guarantee enrollment eligibility. Please consult your real estate agent and/or the school district to confirm the schools this property is zoned to attend. Information is deemed reliable but not guaranteed.

SchoolDigger ® Rating

The SchoolDigger rating system is a 1-5 scale with 5 as the highest rating. SchoolDigger ranks schools based on test scores supplied by each state's Department of Education. They calculate an average standard score by normalizing and averaging each school's test scores across all tests and grades.

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