Ad #7674865
MLS #A4684423
One or more photo(s) has been virtually staged. In Sarasota's
1655 SOUTH DR, Sarasota, Florida, 34239
$5,900,000
5Beds
9Baths
6,355Sqft
0.340Acres
About this property
One or more photo(s) has been virtually staged. In Sarasota's desired West of Trail enclave of Cherokee Park, 1655 South Drive, masterfully designed three-story estate where thoughtful architecture meets effortless luxury. Positioned on a homesite that is not in a Special Flood Hazard Area and enhanced with full home hurricane-impact glass and a whole-home generator, this residence offers the rare combination of refinement and peace of mind. Spanning 6,355+ square feet, the home features five bedrooms, five full baths and four half baths, with a layout tailored for grand entertaining and everyday ease. A rear three-car garage, accessed discreetly from South Lodge Drive, preserves the home's striking street presence. Inside, the main level unfolds into a wide-open living experience with a great room with wet bar, formal dining, and a showpiece chef's kitchen outfitted with Wolf dual-oven six-burner range, dual side by side 36* Sub-Zero Over-and-Under Refrigerator/Freezers, a Wolf microwave drawer, a Wolf warming drawer, and built-in Miele espresso machine. The first-floor primary suite is a private retreat, complete with an in-home gym, a spa-inspired bath and dual custom-fitted closets. A beautifully appointed guest suite (fifth bedroom) with en-suite bath also anchors the main level. Access to the upper floors is seamless via a dramatic staircase with custom wrought-iron railings or the private elevator. Upstairs, three additional en-suite bedrooms include custom walk-in closets, one thoughtfully designed with built-in bunk beds, plus a bonus club room with built-in desks and additional laundry for added convenience. Outdoors, the property transforms into a walled and gated resort-style oasis featuring a gas-heated saltwater pool with sun shelf and spa, and an artificial turf lounge/play area. A screened entertainment lounge with a convenient half pool bath connects to a full outdoor kitchen with sink, TV and gas grill, all complemented by a pergola and a mosquito misting system, ideal for Sarasota's seasons. Above the garage, a spectacular casita-style retreat, accessible by the home's second private interior elevator or exterior spiral staircase, elevates entertaining to an entirely new level with a 2,000-bottle refrigerated wine room, a fully equipped wet bar, mini- fridge, clear ice maker, and dishwasher. Go onto the covered terrace with a gas fireplace, then unwind on the third floor in the private, pool-like infinity-edge spa, an experience that feels equal parts boutique resort and private club. Ideally in walking distance to A-rated Southside Elementary School, Southside Village, Sarasota Memorial Hospital, downtown Sarasota and short drive to the world-famous sands of Siesta Key Beach, this is a rare opportunity to own a bespoke residence in one of Sarasota's treasured neighborhoods.
Property Features
5 Beds
9 Baths
6,355 Sqft
Built in 2011
0.340 Acres
Garage, Garage - Attached
Siding: Block, Stone, Stucco
Membrane, Metal, Tile Roof
Has Swimming Pool
Has Fireplace
Central, Electric (Heating), Fireplace(s), Natural Gas, Zoned (Heating)
$34,625 / yr property tax
Sarasota County
$325 / yr HOA
CHEROKEE PARK Community
Additional Photos
Contact Information
Katy McBrayer
Premier Sotheby's International Realty
941-400-2406
Location
Listing Agent: Katy McBrayer (License #: 3292947) 941-400-2406
Broker: Premier Sotheby's International Realty 239-403-2227 Listing Site
Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
Broker: Premier Sotheby's International Realty 239-403-2227 Listing Site
Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
BarrierFreeHome.com
Printed Jun 9, 2026
Photo Gallery
$5,900,000
5
Beds
9
Baths
6,355
Sqft
1655 SOUTH DR, Sarasota, Florida, 34239
By contacting this agent you agree to these Terms and Conditions.
MLS# A4684423
One or more photo(s) has been virtually staged. In Sarasota's
$5,900,000
1655 SOUTH DR, Sarasota, Florida, 34239
5
Beds
9
Baths
6,355
Sqft
0.340
Acres
$5,900,000
1655 SOUTH DR, Sarasota, Florida, 34239
5 Beds
9 Baths
6,355 Sqft
0.340 Acres
Accessibility Features
Accessible Elevator Installed
One or more photo(s) has been virtually staged. In Sarasota's desired West of Trail enclave of Cherokee Park, 1655 South Drive, masterfully designed three-story estate where thoughtful architecture meets effortless luxury. Positioned on a homesite that is not in a Special Flood Hazard Area and enhanced with full home hurricane-impact glass and a whole-home generator, this residence offers the rare combination of refinement and peace of mind. Spanning 6,355+ square feet, the home features five bedrooms, five full baths and four half baths, with a layout tailored for grand entertaining and everyday ease. A rear three-car garage, accessed discreetly from South Lodge Drive, preserves the home's striking street presence. Inside, the main level unfolds into a wide-open living experience with a great room with wet bar, formal dining, and a showpiece chef's kitchen outfitted with Wolf dual-oven six-burner range, dual side by side 36* Sub-Zero Over-and-Under Refrigerator/Freezers, a Wolf microwave drawer, a Wolf warming drawer, and built-in Miele espresso machine. The first-floor primary suite is a private retreat, complete with an in-home gym, a spa-inspired bath and dual custom-fitted closets. A beautifully appointed guest suite (fifth bedroom) with en-suite bath also anchors the main level. Access to the upper floors is seamless via a dramatic staircase with custom wrought-iron railings or the private elevator. Upstairs, three additional en-suite bedrooms include custom walk-in closets, one thoughtfully designed with built-in bunk beds, plus a bonus club room with built-in desks and additional laundry for added convenience. Outdoors, the property transforms into a walled and gated resort-style oasis featuring a gas-heated saltwater pool with sun shelf and spa, and an artificial turf lounge/play area. A screened entertainment lounge with a convenient half pool bath connects to a full outdoor kitchen with sink, TV and gas grill, all complemented by a pergola and a mosquito misting system, ideal for Sarasota's seasons. Above the garage, a spectacular casita-style retreat, accessible by the home's second private interior elevator or exterior spiral staircase, elevates entertaining to an entirely new level with a 2,000-bottle refrigerated wine room, a fully equipped wet bar, mini- fridge, clear ice maker, and dishwasher. Go onto the covered terrace with a gas fireplace, then unwind on the third floor in the private, pool-like infinity-edge spa, an experience that feels equal parts boutique resort and private club. Ideally in walking distance to A-rated Southside Elementary School, Southside Village, Sarasota Memorial Hospital, downtown Sarasota and short drive to the world-famous sands of Siesta Key Beach, this is a rare opportunity to own a bespoke residence in one of Sarasota's treasured neighborhoods.
34 days
on BarrierFreeHome.com
2
views
0
saves
Property Details
HOME DETAILS
5 Beds
9 Baths
6,355 Sqft
Built in 2011
0.340 Acres
EXTERIOR
Garage, Garage - Attached
Siding: Block, Stone, Stucco
Membrane, Metal, Tile Roof
Has Swimming Pool
INTERIOR
Has Fireplace
Central, Electric (Heating), Fireplace(s), Natural Gas, Zoned (Heating)
FINANCIAL & COMMUNITY
$34,625 / yr property tax
Sarasota County
$325 / yr HOA
CHEROKEE PARK Community
See More Details
Location
Mortgage Calculator
Ad Statistics
Ad Number
7674865
Viewed
2 times
Listing Status
Active
Added
May 05, 2026
Last Refresh
Jun 09, 2026 03:53:20 AM
Listing Information
Data Source
Stellar MLS
Source Property ID
A4684423
Listing Agent: Katy McBrayer (License #: 3292947) 941-400-2406
Broker: Premier Sotheby's International Realty 239-403-2227 Listing Site
Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
Broker: Premier Sotheby's International Realty 239-403-2227 Listing Site
Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
Request Information
Start advertising today
Explore options for real estate agents and homeowners advertising on BarrierFreeHome.com
Sell Your Home
Explore Similar Properties
