1774 Cherokee Drive, Sarasota, FL 34239
Local realty services provided by:Better Homes and Gardens Real Estate Synergy
1774 Cherokee Drive,Sarasota, FL 34239
$3,975,000
- 4 Beds
- 5 Baths
- 3,821 sq. ft.
- Single family
- Active
Listed by:lenore treiman
Office:michael saunders & company
MLS#:A4669184
Source:MFRMLS
Price summary
- Price:$3,975,000
- Price per sq. ft.:$774.7
About this home
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.   
Contact an agent
Home facts
- Year built:1982
- Listing ID #:A4669184
- Added:9 day(s) ago
- Updated:October 31, 2025 at 12:19 PM
Rooms and interior
- Bedrooms:4
- Total bathrooms:5
- Full bathrooms:3
- Half bathrooms:2
- Living area:3,821 sq. ft.
Heating and cooling
- Cooling:Central Air, Mini-Split Unit(s), Zoned
- Heating:Electric
Structure and exterior
- Roof:Shake
- Year built:1982
- Building area:3,821 sq. ft.
- Lot area:0.46 Acres
Schools
- High school:Sarasota High
- Middle school:Brookside Middle
- Elementary school:Southside Elementary
Utilities
- Water:Public
- Sewer:Public, Public Sewer, Sewer Connected
Finances and disclosures
- Price:$3,975,000
- Price per sq. ft.:$774.7
- Tax amount:$17,603 (2024)
New listings near 1774 Cherokee Drive
- New $349,000Active3 beds 1 baths1,018 sq. ft. $349,000Active3 beds 1 baths1,018 sq. ft.2611 Huntington Avenue, SARASOTA, FL 34232MLS# A4670422Listed by: BEACHY PROPERTIES
- New $649,000Active2 beds 2 baths944 sq. ft. $649,000Active2 beds 2 baths944 sq. ft.1542 Oak Street #102, SARASOTA, FL 34236MLS# A4658284Listed by: COLDWELL BANKER REALTY
- Open Sun, 2 to 4pmNew $499,000Active1 beds 1 baths641 sq. ft. $499,000Active1 beds 1 baths641 sq. ft.769 John Ringling Boulevard #3, SARASOTA, FL 34236MLS# A4664887Listed by: COLDWELL BANKER REALTY
- New $959,000Active4 beds 3 baths3,369 sq. ft. $959,000Active4 beds 3 baths3,369 sq. ft.3542 Bimini Street, SARASOTA, FL 34239MLS# A4669955Listed by: DALTON WADE INC
- New $9,500,000Active5 beds 6 baths5,176 sq. ft. $9,500,000Active5 beds 6 baths5,176 sq. ft.101 Seagull Lane, SARASOTA, FL 34236MLS# A4669993Listed by: RE/MAX ALLIANCE GROUP
- New $2,150,000Active2 beds 3 baths1,770 sq. ft. $2,150,000Active2 beds 3 baths1,770 sq. ft.1155 N Gulfstream Avenue #1006, SARASOTA, FL 34236MLS# A4669911Listed by: PREFERRED SHORE LLC
- Open Sat, 1 to 4pmNew $680,000Active4 beds 3 baths2,728 sq. ft. $680,000Active4 beds 3 baths2,728 sq. ft.5522 Cartagena Drive, SARASOTA, FL 34233MLS# A4670020Listed by: RE/MAX ALLIANCE GROUP
- New $329,000Active4 beds 2 baths1,439 sq. ft. $329,000Active4 beds 2 baths1,439 sq. ft.1543 20th Street, SARASOTA, FL 34234MLS# A4669906Listed by: FINE PROPERTIES
- New $1,550,000Active2 beds 2 baths1,671 sq. ft. $1,550,000Active2 beds 2 baths1,671 sq. ft.50 Central Avenue #14B, SARASOTA, FL 34236MLS# A4670232Listed by: COLDWELL BANKER REALTY
- New $389,000Active2 beds 2 baths1,527 sq. ft. $389,000Active2 beds 2 baths1,527 sq. ft.7440 Blaine Way, SARASOTA, FL 34231MLS# A4670347Listed by: DEBBIE HERING REALTY & ASSOC.
