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$3,975,000
New Listing

1774 CHEROKEE DRIVE
SARASOTA, FL 34239

For Sale|Single Family Residence|Active
4
Beds
5
Total Baths
3
Full Baths
2
Partial Baths
3,821
SqFt
$1,040
/SqFt
1982
Built
Subdivision:
CHEROKEE PARK 2
County:
Sarasota

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1774 CHEROKEE DRIVE1774 CHEROKEE DRIVE1774 CHEROKEE DRIVE1774 CHEROKEE DRIVE
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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.

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Listing Snapshot
Price 
$3,975,000
Days On Site 
0 Days
Bedrooms 
4
Inside Area (SqFt) 
3,821 sqft
Total Baths 
5
Full Baths 
3
Partial Baths 
2
Lot Size 
0.46 Acres
Year Built 
1982
MLS® Number 
A4669184
Status 
Active
Property Tax 
$17,603
HOA/Condo/Coop Fees 
$375
Sq Ft Source 
Public Records
Friends & Family
Recent Activity
2 minutes agoListing updated with changes from the MLS®
20 hours agoListing first seen on site
General Features
Acres 
0.46
Attached Garage 
Yes
Direction Faces 
North
Garage 
Yes
Garage Spaces 
2
Levels 
Two
Parking 
Electric Vehicle Charging Station(s)Garage Door OpenerGuestOversizedAttached
Pets 
Yes
Property Sub Type 
Single Family Residence
Sewer 
Public Sewer
SqFt Total 
5131
Style 
Cape Cod
Utilities 
Cable AvailableNatural Gas AvailableCable ConnectedNatural Gas ConnectedSewer Connected
Water Source 
Public
Zoning 
RSF1
Interior Features
Appliances 
Bar FridgeConvection OvenCooktopDishwasherDisposalDryerGas Water HeaterIce MakerRange HoodRefrigeratorTankless Water HeaterWasher
Basement 
Crawl Space
Cooling 
Central AirZoned
Fireplace 
Yes
Fireplace Features 
Living RoomWood Burning
Flooring 
Ceramic TileHardwoodTileSlateWood
Heating 
Electric
Interior 
Built-in FeaturesCrown MoldingEat-in KitchenStone CountersVaulted Ceiling(s)Walk-In Closet(s)
Laundry Features 
Inside
Window Features 
Window CoveringsStorm Window(s)Window Treatments
Bedroom 2 
Dimensions - 17x14Level - Second
Bedroom 3 
Dimensions - 13x11Level - Second
Bedroom 4 
Level - Second
Dining Room 
Dimensions - 12x10Level - First
Great Room 
Level - First
Gym 
Level - Second
Kitchen 
Dimensions - 15x13Level - First
Living Room 
Dimensions - 23x14Level - First
Master Bathroom 
Dimensions - 12x9Level - First
Master Bedroom 
Dimensions - 21x12Level - First
Office 
Dimensions - 12x7Level - First
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Exterior Features
Construction Details 
Cement SidingHardiPlank Type
Exterior 
LightingOutdoor KitchenOutdoor ShowerRain Gutters
Fencing 
FencedWood
Lot Features 
Corner LotOn Golf Course
Other Structures 
GazeboGuest HouseOutdoor Kitchen
Patio And Porch 
CoveredDeckFront PorchRear PorchWrap Around
Pool Features 
HeatedTilePrivate
Private Pool 
Yes
Roof 
Shake
Windows/Doors 
Window CoveringsStorm Window(s)Window Treatments
Community Features
Association Dues 
375
Community Features 
Street Lights
Financing Terms Available 
CashConventional
MLS Area 
34239 - Sarasota/Pinecraft
Roads 
Paved
Township 
36
Schools
School District
Unknown
Elementary School
Southside Elementary
Middle School
Brookside Middle
High School
Sarasota High
Listing courtesy of MICHAEL SAUNDERS & COMPANY 9413569642



Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for 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 is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2025, Stellar MLS.
Last checked: 2025-10-22 09:30 AM EDT

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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