Alert me when this rental is available.
5+ Days Ago
Location
1585 South Dr, Sarasota, FL 34239, USA|Cherokee Park
Nearby rentals
Renter hub
Property management
Apartments for rent RiverviewApartments for rent St. PetersburgApartments for rent Port CharlotteApartments for rent SarasotaApartments for rent North PortApartments for rent RuskinApartments for rent Punta GordaApartments for rent Sarasota-BradentonApartments for rent BradentonApartments for rent GibsontonApartments for rent North Fort MyersApartments for rent Sun City CenterApartments for rent PalmettoApartments for rent Apollo BeachApartments for rent JacarandaApartments Near Me
Houses for rent SarasotaHouses for rent St. PetersburgHouses for rent VeniceHouses for rent Punta GordaHouses for rent BradentonHouses for rent Sun City CenterHouses for rent Kings Point CondominiumsHouses for rent OspreyHouses for rent PlantationHouses for rent Central CocoanutHouses for rent PalmettoHouses for rent Sarasota-BradentonHouses for rent Longboat KeyHouses for rent Lakewood RanchHouses for rent Port CharlotteHouses for rent near me
Policies and fees
Applicants
Applicants
One-time.
Contact Property
REQUIRED FEES
Security Deposit
One-time. Refundable.
Contact Property
Dog Policy
Not allowed
Cat Policy
Not allowed
No pets allowed.
Advertisement
About 1585 South Dr
West of the Trail dream home! Located on the highly desirable South Drive in Cherokee Park. This 3 bedroom, 3.5 bath home sits on a corner lot with lush tropical landscaping allowing for lots of privacy. The spacious master suite is located on the main living level along with the second bedroom. The third bedroom is upstairs and can also be treated as a master suite. Many wonderful features including a formal dining room, hardwood flooring throughout, ample closets and storage space, and a great floorplan. The kitchen has been beautifully updated and features a large center island with plenty of cabinetry and a large walk in pantry. Out back you will find a large deck with fantastic mature landscaping, built in benches and a private gazebo. French doors from the main level master lead to the screened in porch. Light, bright and spacious with many charming touches. Walking distance to Southside Elementary and Southside Village and a short drive to Downtown Sarasota, Lido or Siesta beach. First, security and approved background check required to move in. A resident benefits fee of $29.99 per month will be applied
Lease Terms
One YearAddress details
| Neighborhood | Cherokee Park |
|---|---|
| Zip code | 34239 |
| Type | House for rent |
Get the latest listings anytime, anywhere
Receive similar listings in the area, download our app, and more.
Advertisement
Available rentals nearby
Lido Key • 1770 Benjamin Franklin Dr #507
3 Beds
$4,800
Lido Key • 1770 Benjamin Franklin Dr #1
3 Beds
$4,800
Lido Key • 1770 Benjamin Franklin Dr #507
3 Beds
$4,800
Lido Key • 1770 Benjamin Franklin Dr #1
3 Beds
$4,800
Rent trends in Cherokee Park
3-bedroom apartments at 1585 South Dr cost about 56% more than the average rent price for 3-bedroom apartments in Sarasota.
Median rents as of Jan 17 2026.
Sarasota
| Month | Median Rent |
|---|---|
| February 2024 | $3,000 |
| March 2024 | $3,010 |
| April 2024 | $3,076 |
| May 2024 | $2,996 |
| June 2024 | $3,000 |
| July 2024 | $2,933 |
| August 2024 | $2,920 |
| September 2024 | $2,987 |
| October 2024 | $2,921 |
| November 2024 | $2,879 |
| December 2024 | $2,851 |
| January 2025 | $2,830 |
| February 2025 | $2,800 |
| March 2025 | $2,799 |
| April 2025 | $2,746 |
| May 2025 | $2,714 |
| June 2025 | $2,673 |
| July 2025 | $2,695 |
| August 2025 | $2,650 |
| September 2025 | $2,695 |
| October 2025 | $2,664 |
| November 2025 | $2,600 |
| December 2025 | $2,637 |
| January 2026 | $2,662 |
Rent history
The increase or decrease in monthly rent compared to the previous listing price.| 6 years ago | $4,200 |
Schools near 1585 South Dr
Southside Elementary School
1901 webber st
sarasota, FL, 34239
PK, K-5Public
A
Sarasota Virtual School
1960 landings blvd
sarasota, FL, 34231
K-12Public
B-
Children First
1723 n orange ave
sarasota, FL, 34234
PKPublic
Oak Park School
7285 hand rd
sarasota, FL, 34241
K-12Public
Advertisement
Internet available near 1585 South Dr
Neighborhood
Cherokee Park | Sarasota, FL
NEIGHBORHOOD VIBE
Peaceful and quiet
Noise-canceling headphones not required in this mostly noise free area.
Getting around Sarasota near 1585 South Dr
Walking
6/10
Some shops and stores are within a few minutes.
Driving
7/10
This area is close to freeways and has adequate parking options.
Transit
3/10
There are a few mass transit options within the area.
Points of interest for 1585 South Dr, Sarasota
Groceries
6/10
At least one grocery store within a 15-minute walk
Shopping
6/10
Variety of shops within walking distance
Cafes
3/10
Few or no cafés within walking distance
Restaurants
6/10
Some restaurants within walking distance
Primary schools
8/10
At least one elementary school within a 10-minute walk
High schools
2/10
No high schools within a 30-minute walk
Parks
5/10
Limited amount of park space nearby
Nightlife
3/10
Few or no bars within walking distance
Notify me
Advertisement