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Matthew Faul
Commercial & Residential Real Estate
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$3,795,000

1774 Cherokee Drive Sarasota, FL 34239 Residential - Single Family Pending

  • 1774 Cherokee Drive, Sarasota, FL 34239 Main Photo

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Description

Under contract-accepting backup offers. 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, caf?s, 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.

Property Highlights

Property Type: Residential - Single Family
Cooling: Central Air, Mini-Split Unit(s), Zoned
Fenced: Yes
Garage: 2 car attached
Heating: Electric
Home Style: Cape Cod
Lot Size: 0.46 Acres
Roof Type: Shake
Stories: 2.0
Taxes: $17,603
Year Built: 1982

General Information

Bedrooms: 4
Bathrooms: 3 Full 2 Half
Sqft: 3,821
County: Sarasota
High School: Sarasota High
Subdivision: CHEROKEE PARK 2
Listed By:
Lenore Treiman MICHAEL SAUNDERS & COMPANY 941-951-6660

Amenities

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
French Doors
Lighting
Outdoor Kitchen
Outdoor Shower
Rain Gutters

Room Information

Living Room: 23x14
Dining Room: 12x10
Kitchen: 15x13
Primary Bedroom: 21x12
Primary Bathroom: 12x9
Office: 12x7
Bedroom 2: 17x14
Bedroom 3: 13x11

Property Features

Additional Rooms: Den/Library/Office, Inside Utility
Appliances: Bar Fridge, Built-In Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Gas Water Heater, Ice Maker, Range Hood, Refrigerator, Tankless Water Heater, Washer
Community Features: Street Lights
Days on Site: 132
Directions: Located on the corner of Cherokee Drive and Osprey Avenue.
Exterior: Cement Siding, HardiPlank Type
Fencing: Fenced, Wood
Fireplace: Living Room, Wood Burning
Fireplace Y/N: Yes
Flood Zone Code: X
Flooring: Ceramic Tile, Hardwood, Tile, Slate, Wood
Foundation: Crawlspace
Garage Dimensions: 36x36
HOA Fee: 375
HOA Y/N: Yes
Home Warranty Y/N: No
Listing Terms: Cash, Conventional
Lot: Corner Lot, Historic District, City Limits, Oversized Lot
Lot Dimensions: 0.46
Other Equipment: Irrigation Equipment
Other Structures: Gazebo, Guest House, Outdoor Kitchen
Ownership: Fee Simple
Parking: Electric Vehicle Charging Station(s), Garage Door Opener, Guest, Oversized
Parking Notes: Electric Vehicle Charging Station(s), Garage Door O
Patio/Porch: Covered, Deck, Front Porch, Rear Porch, Wrap Around
Pets Allowed: Yes
Pool: Deck, Heated, Lighting, Outside Bath Access, Tile
Property Attached Y/N: No
Property Sub-Type: Single Family Residence
Sewer: Public Sewer
Showing Instructions: Contact Call Center, Listing Agent Must Accompany, ShowingTime
Special Sale Provisions: None
Swimming Pool: Yes
Utilities: Cable Connected, Natural Gas Connected, Public, Sewer Connected, Sprinkler Well
Vegetation: Mature Landscaping
Water: Public
Water Access Y/N: No
Windows: Storm Window(s), Window Treatments
Zoning: RSF1
$3,795,000
4beds
3.5baths
3,821sqft
2cars
Pending
BEDS4 BATHS3 full 2 partial SQUARE FEET3,821 MLS#A4669184
STATUSPending PROPERTY TYPEResidential - Single Family SUBDIVISIONCHEROKEE PARK 2

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1774 Cherokee Drive, Sarasota, FL 34239.

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Estimated Payment

$ 15,373.69 per month $12,799.90 Principal & Interest $1,466.92 Property Tax $1,106.88 Homeowner's Insurance

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About this area

Florida/Sarasota
Sarasota

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About Sarasota

Sarasota, FL is a cultural gem. Once home to the Ringling Brothers Circus, Sarasota boasts a rich arts scene that brings people from all over the area to enjoy world-class theater, music, and other performing arts. Sarasota is also a haven with spectacular scenery, turquoise water and white sandy beaches. It offers a delightful downtown with a variety of small boutiques and exceptional restaurants. With its dynamic culture and arts scene and incredible natural beauty, Sarasota is a wonderful place to call “home.” 

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers 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 on this site was last updated 03/03/2026. The listing information on this page last changed on 03/03/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Tue 03/03/2026 12:32:12 AM EST) or Stellar MLS (last updated Tue 03/03/2026 12:14:05 AM EST). Real estate listings held by brokerage firms other than Wagner Realty may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

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