1774 Cherokee Drive, Sarasota, FL 34239
For Sale $3,975,000
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Listing Agent: Lenore Treiman
Agent Phone:
941-356-9642
Agent Email:
lenoretreiman@michaelsaunders.com
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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.
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
Taxes: $17,603.00
Tax Year: 2024
HOA Fee 1: $375.00
French Doors
Lighting
Outdoor Kitchen
Outdoor Shower
Rain Gutters
Bar Fridge
Built-In Oven
Convection Oven
Cooktop
Dishwasher
Disposal
Dryer
Gas Water Heater
Ice Maker
Range Hood
Refrigerator
Tankless Water Heater
Washer
Elementary School: Southside Elementary
Middle School: Brookside Middle
Junior High: Brookside Middle
High School: Sarasota High
MLS Area: 34239 - Sarasota/Pinecraft
Price per Square Feet: $1,040.30
Water: Public
Lot Desc.: Corner Lot, Historic District, City Limits, On Golf Course, Oversized Lot
Construction: Cement Siding, Hardiplank Type
Date Listed: 2025-10-21 17:40:15
Pool: Yes
Pool Type: Deck, Heated, Lighting, Outside Bath Access, Tile
Private Spa: No
Windows: Storm Window(S), Window Treatments
Parking: Electric Vehicle Charging Station(S), Garage Door Opener, Guest, Oversized
Garage Spaces: 2
Flooring: Ceramic Tile, Hardwood, Tile, Slate, Wood
Roof: Shake
Heating: Electric
Cooling: Central Air, Mini-Split Unit(S), Zoned
Pets: Yes
Sewer: Public Sewer
Listing Courtesy Of: Michael Saunders & Company
lenoretreiman@michaelsaunders.com
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.
Property Details
Price: $3,975,000
Sq Ft: 3,821
($1,040 per sqft)
Bedrooms: 4
Bathrooms: 3
Partial Baths: 2
City: Sarasota
County: Sarasota
Type: Single Family Reside
Development: Cherokee Park 2
Acres: 0.46
Year Built: 1982
Listing Number: A4669184
Status Code: A-Active
Taxes: $17,603.00
Tax Year: 2024
Garage:
2
Pets Allowed: Yes
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
Financial Information:
Taxes: $17,603.00
Tax Year: 2024
HOA Fee 1: $375.00
Exterior Features:
French Doors
Lighting
Outdoor Kitchen
Outdoor Shower
Rain Gutters
Equipment:
Bar Fridge
Built-In Oven
Convection Oven
Cooktop
Dishwasher
Disposal
Dryer
Gas Water Heater
Ice Maker
Range Hood
Refrigerator
Tankless Water Heater
Washer
School Information:
Elementary School: Southside Elementary
Middle School: Brookside Middle
Junior High: Brookside Middle
High School: Sarasota High
Additional Information:
MLS Area: 34239 - Sarasota/Pinecraft
Price per Square Feet: $1,040.30
Water: Public
Lot Desc.: Corner Lot, Historic District, City Limits, On Golf Course, Oversized Lot
Construction: Cement Siding, Hardiplank Type
Date Listed: 2025-10-21 17:40:15
Pool: Yes
Pool Type: Deck, Heated, Lighting, Outside Bath Access, Tile
Private Spa: No
Windows: Storm Window(S), Window Treatments
Parking: Electric Vehicle Charging Station(S), Garage Door Opener, Guest, Oversized
Garage Spaces: 2
Flooring: Ceramic Tile, Hardwood, Tile, Slate, Wood
Roof: Shake
Heating: Electric
Cooling: Central Air, Mini-Split Unit(S), Zoned
Pets: Yes
Sewer: Public Sewer
Map of 1774 Cherokee Drive, Sarasota, FL 34239
Listing Courtesy Of: Michael Saunders & Company
lenoretreiman@michaelsaunders.com
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