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(386) 801-4854

(386) 801-4854

1774 Cherokee Dr, Sarasota, FL 34239

$4,695,000

Charming two-story home with a brick walkway, manicured landscaping, and inviting front porch at 1774 Cherokee Dr, Sarasota, FL 34239
  • Bedrooms

    4

  • Baths

    5

  • Sq. Feet

    3821

  • Year Built

    1982

  • Days On Market

    1

  • $/SqFt

    $1,229

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Home Description

Welcome to this rarely available Cape Cod-style residence, a masterfully renovated home situated on an expansive 20,000 sq. ft. lot in Sarasota’s prestigious Cherokee Park. Perched 23 feet above sea level and nestled on a quiet extra wide tree-lined street with sidewalks in one of the area’s most coveted West of Trail neighborhoods in the top-rated Southside school district. This 4-bedroom, 3 full/2 half bathroom home blends timeless charm with luxurious, designer-curated updates. Combining durability and sophistication, the home boasts all impact windows and doors, new Hardy Board siding and cedar shake roof, and features high-end finishes throughout thoughtfully modernized by designer Chelsea Dunbar from Blu Interiors where every detail has been considered. The custom handcrafted, glass-inlaid, iron double front doors welcome you to the warm and inviting interior which showcases original wood flooring in the main home, Italian porcelain tile in the guest house, soaring 10-foot ceilings in the living room, and designer lighting from Arteriors, Eichholtz, and Kelly Wearstler. The heart of the home is the quartz-clad kitchen, outfitted with a Wolf natural gas range, KitchenAid French-door refrigerator, and ample pantry space—ideal for everyday living or entertaining. Anchored by a wood-burning fireplace, the main living and dining areas flow seamlessly to the outdoors, where a lush, low-maintenance Astroturf lawn, Pennsylvania bluestone slate patio, and expansive wrap-around Brazilian teak deck create the perfect setting for year-round enjoyment. The serene primary suite features three gorgeous custom-designed walk-in closets, and a spa-like bathroom with marble finishes, and a zero-entry shower with body sprays. Throughout the home, custom wallpaper by Phillip Jeffries, Scalamandré, and Élitis adds layers of sophistication and style. Additional thoughtful upgrades include: surround sound system, six climate zones, a security system, and three laundry areas. The property’s resort-style amenities continue with a large, 9' deep pool framed by classic Bevolo gas lanterns and an impressive luxury guest house built in 2016. This beautifully designed space includes an entertaining area with custom built-ins including full bar, dishwasher, refrigerator drawers and Scotsman icemaker, private guest suite,1.5 baths, outdoor teak shower, and gym. The fully equipped outdoor kitchen includes a natural gas Lynx grill, an extra-large Green Egg, generous quartzite prep counters, and covered gazebo —making it the perfect setting for al fresco dining and entertaining. Completing the fully fenced estate is an oversized 2.5-car detached garage, providing ample storage and convenience. No flood insurance is required, thanks to the home’s elevation at 23 feet above sea level. Take a short walk or golf cart ride to the highly desirable Southside Village—one of Sarasota’s most sought-after town centers known for its charming, walkable atmosphere and vibrant energy. This premier area blends historic charm with modern convenience. Enjoy tree-lined streets, a true sense of community, and close proximity to Morton’s Gourmet Market, boutique shops, sidewalk cafés, and top-rated local restaurants. Don’t miss this extraordinary opportunity to own a legacy property in one of Sarasota’s most beloved neighborhoods just minutes to world-renowned Siesta Key Beach, downtown Sarasota & cultural venues—this is Gulf Coast living at its best.

  • MLS #: A4654813
  • Address: 1774 Cherokee Dr
  • Levels: Two
  • City: Sarasota
  • Zip: 34239
  • County: Sarasota
  • Community Features: Street Lights
  • Elementary School: Southside Elementary
  • Middle School: Brookside Middle
  • High School: Sarasota High
  • Private Pool: True
  • Pool Features: Deck,Heated,Lighting,Outside Bath Access,Tile
  • Water Feet: 0
  • 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
  • Appliances: Bar Fridge,Built-In Oven,Convection Oven,Cooktop,Dishwasher,Disposal,Dryer,Gas Water Heater,Ice Maker,Range Hood,Refrigerator,Tankless Water Heater,Washer
  • Fireplace Desc: Living Room,Wood Burning
  • Floor Covering: Ceramic Tile,Hardwood,Slate,Tile,Wood
  • Kitchen Features: Closet Pantry
  • Primary Bathroom Features: Double Vanity,Shower No Tub
  • Great Room Features: Bar,Built-In Shelving
  • Additional Rooms: Den/Library/Office,Inside Utility
  • Architectural Style: Cape Cod
  • Exterior Features: French Doors,Lighting,Outdoor Kitchen,Outdoor Shower,Rain Gutters
  • Exterior Contruction: Cement Siding,HardiPlank Type
  • Foundation: Crawlspace
  • Front Exposure: North
  • Roof: Shake
  • Building Sqft: 5131

Available now at $4,695,000

Approximate Room Sizes / Descriptions

Living Room23x14FirstWood
Dining Room12x10FirstWood
Kitchen15x13FirstEngineered Hardwood
Primary Bathroom12x9FirstCeramic Tile
Office12x7FirstWood
Great Room34x14FirstPorcelain Tile
Gym25x14SecondPorcelain Tile
Primary Bedroom21x12FirstWood
Bedroom 217x14SecondWood
Bedroom 313x11SecondWood
Bedroom 417x14SecondPorcelain Tile
  • Attached Garage: True
  • Garage: True
  • Garage Spaces: 2
  • Garage Feature: Electric Vehicle Charging Station(s),Garage Door Opener,Guest,Oversized
  • Carport: False
  • Carport Spaces: 0
  • Air Conditioning: Central Air,Ductless,Zoned
  • Heating: Electric
  • Utilities: Cable Connected,Natural Gas Connected,Sewer Connected,Sprinkler Well
  • Lot Sqft: 20000.00
  • Lot Dim: 200x100
  • Lot Acres: 0.4600
  • Total Acre: 1/4 to less than 1/2
  • Lot Num: 12
  • HOA Fees: $375 Annually
  • HOA Monthly Amount: $31
  • HOA/Community Assoc: Optional
  • Senior Community: False
  • Style: Single Family Residence
  • Location: City Limits,Corner Lot,Historic District,Oversized Lot,Sidewalk
  • Building Num Floors: 2
  • Pets Allowed: Yes
  • : 941-951-6660

Neighborhood

The average asking price of a 4 bedroom Sarasota home in this zip code is $2,850,225 (39.3% less than this home).

This home is priced at $1,229/sqft, which is 36.1% less than similar homes in the 34239 zip code.

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Financial

  • Approx Payment:$22,840*
  • Taxes:$17,603

Area Stats

These statistics are updated daily from the My Florida Regional MLS. For further analysis or to obtain statistics not shown below please call EasyStreet Realty at (386) 801-4854 and speak with one of our real estate consultants.

Listing Courtesy of MICHAEL SAUNDERS & COMPANY. For information or to schedule a viewing of this property (MLS# A4654813), call: 386-801-4854

1774 Cherokee Dr, Sarasota FL is a single family home of 3821 sqft and is currently priced at $4,695,000 . This single family home has 4 bedrooms. A comparable home for sale at 1876 Magnolia St in Sarasota is listed at $2,899,990. In addition to single family homes, EasyStreet also makes it easy to find Homes, Condos, New Homes and Foreclosures in Sarasota, FL. Hartsdale, Harbor Acres and McClellan Park are nearby neighborhoods. MLS A4654813 has been posted on this site since 6/6/2025 (today).

2025 6/7/2025.

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