5+ Days Ago
Highlights
Pet Friendly
- Fenced backyard
- Central ac
- Two-bedroom, one-bath
Location
565 Chestnut Dr, Jacksonville, FL 32208, USA|Brentwood
Tour 565 Chestnut Dr
Contact
Winrock Property Management llc
Nearby rentals
Renter hub
Property management
Apartments for rent JacksonvilleApartments for rent St. AugustineApartments for rent Orange ParkApartments for rent MiddleburgApartments for rent Chimney LakesApartments for rent Fernandina BeachApartments for rent HillcrestApartments for rent Green Cove SpringsApartments for rent Mid-WestsideApartments for rent YuleeApartments for rent Saint JohnsApartments for rent East ArlingtonApartments for rent Settlers LandingApartments for rent BrentwoodApartments for rent Bellair-Meadowbrook TerraceApartments Near Me
Houses for rent JacksonvilleHouses for rent St. AugustineHouses for rent Fernandina BeachHouses for rent Jacksonville BeachHouses for rent BaymeadowsHouses for rent CravenHouses for rent SunbeamHouses for rent Fruit CoveHouses for rent Ponte Vedra BeachHouses for rent DeerwoodHouses for rent Windy HillHouses for rent Secret CoveHouses for rent RiversideHouses for rent Fleming IslandHouses for rent Palm ValleyHouses for rent near me
Property Overview
Featuring a fenced backyard and central AC, the two-bedroom, one-bath residence offers outdoor spaces ideal for pet lovers, complemented by nearby pet hospitals and a dog park. Located within close proximity to top-rated schools, this property ranks in the 90.48 percentile for value, ensuring a competitive option in the Jacksonville area. Overall, it presents a well-rounded opportunity for those seeking a comfortable living environment with pet-friendly amenities.
This summary uses Zumper’s proprietary data. “Things you’ll love” and “Great for” are based on our internal analyses of market trends and renter insights.
Things you’ll love
Elementary school nearby- Less expensive
- High school nearby
Great for
Pet owners
Amenities for 565 Chestnut Dr, Brentwood
Apartment Amenities
| Air Conditioning |
Building
| Cats OK | Dogs OK |
Grounds
| Outdoor Space |
Units, floor plans, amenities, dimensions, details, availability, and prices may be approximate and subject to change. Please contact a community representative for more information.
Policies and fees
Applicants
Applicants
One-time.
Contact Property
REQUIRED FEES
Security Deposit
One-time. Refundable.
Contact Property
Dog Policy
Allowed
Cat Policy
Allowed
Contact for more information on pet policy.
Questions about this property’s policies and fees?
Building details
Property details
| Lease terms | 12+ months |
|---|
Advertisement
About 565 Chestnut Dr
Sweet deal!
This listing is 15% below the median price for 2 bedroom apartments in Brentwood.
Two bedroom and 1 bath single family home with fenced backyard, Central AC. Rent: $ 850 per month Security Deposit: $ 850 Lease Term: 12-month lease Tenant responsible for all utilities and yard maintenance Lease Prep Fee: $45 Application fee : $ 40 Eligibility: Net monthly income must be 3 times the rent amount Minimum of 2 years consistent rental and employment history No prior evictions Pet approval required, all pets need to have up to date vaccinations and on flea control prescribed by a veterinarian. Please Note: We only review applications submitted through our website.
565 Chestnut Dr is great for:
Property highlights
We compared every listing in the surrounding area to determine which amenities are most common. If a building lacks an amenity that most others in the area have, it is a con. If a building has an amenity most others in the area do not, it is a pro. Similarly, price, schools, and size are calculated relative to the size, price, and distance to schools of the other properties nearby.How 565 Chestnut Dr, Jacksonville, FL 32208, USA compares to other nearby properties.
Positives
- Elementary school nearby
- There is an elementary school 0.3 mile away
- Less expensive
- The 2-bedrooms are cheaper than other similar listings nearby
- High school nearby
- There is a high school 1 mile away
Considerations
- Greater distance from middle schools
- The nearest middle school is farther than 2 miles away
Address details
| Neighborhood | Brentwood |
|---|---|
| Zip code | 32208 |
| Type | House for rent |
Get the latest listings anytime, anywhere
Receive similar listings in the area, download our app, and more.
Rent trends in Brentwood
2-bedroom apartments at 565 Chestnut Dr cost about 15% less than the average rent price for 2-bedroom apartments in Jacksonville.
Median rents as of Jan 24 2026.
Brentwood
Jacksonville
| Month | Median Rent |
|---|---|
| February 2024 | $1,433 |
| March 2024 | $1,442 |
| April 2024 | $1,459 |
| May 2024 | $1,450 |
| June 2024 | $1,450 |
| July 2024 | $1,445 |
| August 2024 | $1,446 |
| September 2024 | $1,446 |
| October 2024 | $1,447 |
| November 2024 | $1,411 |
| December 2024 | $1,416 |
| January 2025 | $1,417 |
| February 2025 | $1,428 |
| March 2025 | $1,401 |
| April 2025 | $1,399 |
| May 2025 | $1,399 |
| June 2025 | $1,399 |
| July 2025 | $1,399 |
| August 2025 | $1,390 |
| September 2025 | $1,393 |
| October 2025 | $1,388 |
| November 2025 | $1,397 |
| December 2025 | $1,400 |
| January 2026 | $1,399 |
| Month | Median Rent |
|---|---|
| February 2024 | $1,024 |
| March 2024 | $1,064 |
| April 2024 | $1,001 |
| May 2024 | $996 |
| June 2024 | $1,009 |
| July 2024 | $995 |
| August 2024 | $969 |
| September 2024 | $995 |
| October 2024 | $972 |
| November 2024 | $945 |
| December 2024 | $978 |
| January 2025 | $984 |
| February 2025 | $950 |
| March 2025 | $954 |
| April 2025 | $989 |
| May 2025 | $964 |
| June 2025 | $895 |
| July 2025 | $875 |
| August 2025 | $897 |
| September 2025 | $945 |
| October 2025 | $972 |
| November 2025 | $991 |
| December 2025 | $990 |
| January 2026 | $995 |
Affordability calculator
Can I afford to live at 565 Chestnut Dr?
Bedrooms
2 bedroomsRent-to-income ratio
30%
Slide to adjust the percentage of your monthly income you are willing to spend on rent.
The general rule of thumb is to spend around 30% or less of your income on rent.
Recommended income
$34,000/yr
With your selected rent-to-income ratio, you'd ideally want to make $34,000 annually to afford this 2-bedrooms monthly rent price of $850.
For more information on rent affordability, visit our rent calculator.
Rent history
The increase or decrease in monthly rent compared to the previous listing price.| Bath | |||||
|---|---|---|---|---|---|
| This month | $900 | 2 bed | 1 bath |
Schools near 565 Chestnut Dr
Mt. Herman Exceptional Student Center
1741 francis st
jacksonville, FL, 32209
PK, K-12Public
ESE Pre-Kindergarten Disabilities Center
4030 blvd center dr
jacksonville, FL, 32207
PKPublic
Youth Development Center
3015 parental home rd
jacksonville, FL, 32216
K-12Public
Duval Virtual Instruction Academy
7000 powers ave
jacksonville, FL, 32217
K-12Public
B
Advertisement
Internet available near 565 Chestnut Dr
Getting around Jacksonville near 565 Chestnut Dr
Walking
4/10
Fewer daily needs are within walking distance (unless you’re up for a challenge).
Driving
9/10
Commuting is easy with multiple accessible routes and plenty of parking.
Cycling
3/10
This is semi-bikeable, but you’ll need another way of getting around.
Transit
2/10
There are a few mass transit options within the area.
Points of interest for 565 Chestnut Dr, Jacksonville
Groceries
8/10
At least one supermarket within a 15-minute walk
Shopping
5/10
Several shops within walking distance
Cafes
1/10
Few or no cafés within walking distance
Restaurants
4/10
Some restaurants within a few minutes’ walk
Primary schools
9/10
At least one elementary school within a 10-minute walk
High schools
8/10
At least one high school within a 10-minute walk
Parks
7/10
Large amount of park space nearby
Nightlife
3/10
Some bars within walking distance
Explore the area around 565 Chestnut Dr
Harveys Supermarket
201 W 48th St
Winn-Dixie
5210 Norwood Ave
Sostons Food Store
4500 Brentwood Ave
Carroll's Meat Shoppe
7525 N Pearl St
City Market Southern Biscuit
4116 N Davis St
Made Men Inc
5301 Norwood Ave
Soul Train Stop Fashions
5431 Norwood Ave
Citi Trends
5451 Norwood Ave
Danny B's Sweet Boutique
203 W 48th St
Burlington
11 Norwood Ave
Point Coffee Shop LLC
3416 Moncrief Rd
Javy Coffee Company
Social Grounds Coffee Company
1712 N Main St
Artessence Coffee Florida LLC
1505 N Main St
The Brick Coffee House
214 N Hogan St
Onyx Lounge LLC
5611 Norwood Ave
Sweet Spot & Urban Lounge
222 W 60th St
Tip Top Tavern
6522 N Main St
3 Kings Cocktails
3425 N Main St
Moncrief Liquor & Lounge
5757 Moncrief Rd
Annie Lee's Bakery & Diner
203 W 48th St
Leslie's Cake on Demand Inc
4006 N Main St
Spouses Bakery
901 Dilworth St
1748 Bakehouse
1748 N Main St
Angel Lee Thomas Pastries
770 W 4th St
Park
Park
Park
Park
Park
Caribbean Choice of Duval
5507 Norwood Ave
J-Ville Crab Shack Inc
5625 Norwood Ave
Tasty Caribbean Cafe
5507 Norwood Ave
Bono's Pit Bar-B-Q
5903 Norwood Ave
Wendy's
5133 Norwood Ave
Pearl St. / 48th St.
51 Edgewood
Pearl St. / 46th St.
51 Edgewood
44th St. / Twin Towers
51 Edgewood, 21 Boulevard
Pearl St. / 46th St.
51 Edgewood
44th St. / Twin Towers
21 Boulevard, 51 Edgewood
Rosa Parks Transit Station
Skyway, Skyway
James Weldon Johnson Park
Skyway, Skyway
Jrtc / Lavilla
Skyway, Skyway
Jefferson Station
Skyway, Skyway
Central Station
Skyway, Skyway
Other units at this address
565 Chestnut Dr, Jacksonville, FL
565 Chestnut Dr Jacksonville, FL
Occupied
1
2 Beds
1 Bath
$900
Compare similar properties nearby
- on-site laundry
- dogs ok
- furnished
- on-site laundry
- dogs ok
- furnished
- on-site laundry
- dogs ok
- furnished
- on-site laundry
- dogs ok
- furnished
Galveston Ave, Jacksonville, FL, 32211
Our team has verified this companyWoodland Acres • Galveston Ave
1 Bed
$698
- on-site laundry
- dogs ok
- furnished
Cezanne Dr N, Jacksonville, FL, 32221
Our team has verified this companyNormandy Manor • Cezanne Dr N
1 Bed
$595
- on-site laundry
- dogs ok
- furnished
- on-site laundry
- dogs ok
- furnished
- on-site laundry
- dogs ok
- furnished
- on-site laundry
- dogs ok
- furnished
- on-site laundry
- dogs ok
- furnished
- on-site laundry
- dogs ok
- furnished
- on-site laundry
- dogs ok
- furnished
Galveston Ave, Jacksonville, FL, 32211
Our team has verified this companyWoodland Acres • Galveston Ave
1 Bed
$698
- on-site laundry
- dogs ok
- furnished
Cezanne Dr N, Jacksonville, FL, 32221
Our team has verified this companyNormandy Manor • Cezanne Dr N
1 Bed
$595
- on-site laundry
- dogs ok
- furnished
- on-site laundry
- dogs ok
- furnished
- on-site laundry
- dogs ok
- furnished
Check availability
Advertisement