- Home
- News
- Popular Property Categories
- Anna Maria Island Real Estate
- Bedroom Communities
- Bradenton Real Estate
- Charlotte Harbor Real Estate
- Downtown Sarasota Condos
- Ellenton Real Estate
- Englewood Real Estate
- Golf Community Real Estate
- Lakewood Ranch Real Estate
- Lido Key Condos
- Longboat Key Real Estate
- Luxury Real Estate
- New Homes for Sale
- Palmer Ranch Real Estate
- Palmetto Real Estate for Sale
- Parrish Real Estate
- Siesta Key Condos
- Siesta Key Homes and Land
- Venice Florida Real Estate
- West of the Trail
- Advanced Search Form
- Featured Listings
- Buyer or Seller?
- Our Company
- Featured Videos
- Login
1774 Cherokee Dr, Sarasota, Florida
List Price: $3,975,000
MLS Number:
A4669184
- Status: Active
- DOM: 38 days
- Square Feet: 3821
- Bedrooms: 4
- Baths: 3
- Half Baths: 2
- Garage: 2
- City: SARASOTA
- Zip Code: 34239
- Year Built: 1982
- HOA Fee: $375
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, Scalamandr, and litis 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, cafs, 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.
Misc Info
Subdivision: Cherokee Park 2
Annual Taxes: $17,603
HOA Fee: $375
Lot Size: 1/4 to less than 1/2
Request the MLS data sheet for this property
Home Features
Appliances: Bar Fridge, Built-In Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Gas Water Heater, Ice Maker, Range Hood, Refrigerator, Tankless Water Heater, Washer
Flooring: Ceramic Tile, Hardwood, Tile, Slate, Wood
Fireplace: Living Room, Wood Burning
Air Conditioning: Central Air, Mini-Split Unit(s), Zoned
Exterior: French Doors, Lighting, Outdoor Kitchen, Outdoor Shower, Rain Gutters
Garage Features: Electric Vehicle Charging Station(s), Garage Door Opener, Guest, Oversized
Room Dimensions
Schools
- Elementary: Southside Elementary
- High: Sarasota High
- Map
- Walk Score
- Street View


















































