4 Days Ago
Location
2090 Jessa Dr, Kissimmee, FL 34743, USA|Lakeside Estates
Tour 2090 Jessa Dr
Contact
RightHouse Realty LLC
Nearby rentals
Renter hub
Property management
Apartments for rent OrlandoApartments for rent KissimmeeApartments for rent PoincianaApartments for rent LakelandApartments for rent DavenportApartments for rent PoincianaApartments for rent ClermontApartments for rent ApopkaApartments for rent Winter HavenApartments for rent SanfordApartments for rent St. CloudApartments for rent OviedoApartments for rent Winter GardenApartments for rent Winter ParkApartments for rent Haines CityApartments Near Me
Houses for rent OrlandoHouses for rent KissimmeeHouses for rent Four CornersHouses for rent HarmonyHouses for rent Altamonte SpringsHouses for rent Lake MaryHouses for rent Winter GardenHouses for rent Vista EastHouses for rent Metro WestHouses for rent South SemoranHouses for rent Florida Center NorthHouses for rent LakelandHouses for rent TitusvilleHouses for rent Winter ParkHouses for rent Central Business DistrictHouses for rent near me
Property Overview
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
High school nearby- Elementary school nearby
- Middle school nearby
Great for
Pet owners
Amenities for 2090 Jessa Dr, Lakeside Estates
Building
| Dogs OK |
Grounds
| Garage Parking | 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
Not allowed
Contact for more information on pet policy.
Questions about this property’s policies and fees?
Advertisement
About 2090 Jessa Dr
Welcome to 2090 Jessa Dr, Kissimmee, FL, a beautifully renovated home tucked away on a quiet cul-de-sac. This move-in-ready 4 bed and 2 1/2 bath has been updated to perfection, featuring a gleaming modern kitchen and stylishly renovated bathrooms. Enjoy an immense and serene backyard. Additional highlights include a one-car garage and a peaceful setting while still being conveniently located near shopping, dining, and major roadways. Won't last, inquire now!
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 2090 Jessa Dr compares to other nearby properties.
Positives
- High school nearby
- There is a high school 1 mile away
- Elementary school nearby
- There is an elementary school 0.2 mile away
- Middle school nearby
- There is a middle school 1 mile away
- Images Available
- There are at least 10 photos of this address
Address details
| Neighborhood | Lakeside Estates |
|---|---|
| Zip code | 34743 |
| Type | House for rent |
Get the latest listings anytime, anywhere
Receive similar listings in the area, download our app, and more.
Rent trends in Lakeside Estates
4-bedroom apartments at 2090 Jessa Dr cost about 22% more than the average rent price for 4-bedroom apartments in Kissimmee.
Median rents as of Jan 3 2026.
Lakeside Estates
Kissimmee
| Month | Median Rent |
|---|---|
| February 2024 | $2,497 |
| March 2024 | $2,532 |
| April 2024 | $2,532 |
| May 2024 | $2,546 |
| June 2024 | $2,554 |
| July 2024 | $2,579 |
| August 2024 | $2,616 |
| September 2024 | $2,687 |
| October 2024 | $2,680 |
| November 2024 | $2,645 |
| December 2024 | $2,625 |
| January 2025 | $2,673 |
| February 2025 | $2,695 |
| March 2025 | $2,676 |
| April 2025 | $2,520 |
| May 2025 | $2,510 |
| June 2025 | $2,558 |
| July 2025 | $2,508 |
| August 2025 | $2,536 |
| September 2025 | $2,632 |
| October 2025 | $2,639 |
| November 2025 | $2,598 |
| December 2025 | $2,587 |
| January 2026 | $2,600 |
| Month | Median Rent |
|---|---|
| February 2024 | $2,412 |
| March 2024 | $2,500 |
| October 2024 | $2,320 |
| November 2024 | $2,303 |
| December 2024 | $2,215 |
| February 2025 | $2,359 |
| March 2025 | $2,482 |
| April 2025 | $2,543 |
| May 2025 | $2,444 |
| June 2025 | $2,485 |
| July 2025 | $2,445 |
| August 2025 | $2,374 |
| September 2025 | $2,251 |
| October 2025 | $2,302 |
| November 2025 | $2,236 |
| December 2025 | $2,293 |
| January 2026 | $2,290 |
Affordability calculator
Can I afford to live at 2090 Jessa Dr?
Bedrooms
4+ 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
$112,000/yr
With your selected rent-to-income ratio, you'd ideally want to make $112,000 annually to afford this 4-bedrooms monthly rent price of $2,800.
For more information on rent affordability, visit our rent calculator.
Schools near 2090 Jessa Dr
Cypress Elementary School
2251 lakeside dr
kissimmee, FL, 34743
PK, K-5Public
C
Zenith Accelerated Academy
2218 e irlo bronson memorial hwy
kissimmee, FL, 34744
PK, 8-12Public
C
New Beginnings Education Center
2599 west vine st
kissimmee, FL, 34741
K-12Public
C
Osceola Virtual School
1200 vermont ave
st cloud, FL, 34769
K-12Public
A
Canoe Creek Charter Academy
3600 canoe creek rd
st. cloud, FL, 34722
PK, K-8Public
B
Advertisement
Internet available near 2090 Jessa Dr
Getting around Kissimmee near 2090 Jessa Dr
Walking
4/10
Fewer daily needs are within walking distance (unless you’re up for a challenge).
Driving
8/10
Commuting is easy with multiple accessible routes and plenty of parking.
Cycling
5/10
More spots are within biking distance and some roads are cyclist-friendly.
Transit
3/10
There are a few mass transit options within the area.
Points of interest for 2090 Jessa Dr, Kissimmee
Groceries
6/10
At least one supermarket within a 20-minute walk
Shopping
3/10
Some shops within walking distance
Cafes
1/10
Few or no cafés within walking distance
Restaurants
4/10
Some restaurants within walking distance
Primary schools
7/10
At least one elementary school within a 15-minute walk
High schools
7/10
At least one high school within a 15-minute walk
Nightlife
2/10
Some bars within walking distance
Explore the area around 2090 Jessa Dr
Key Food Supermarket
2340 Fortune Rd
FJ Supermarket
1200 Simpson Rd
Publix
2625 Simpson Rd
Publix
2338 E Irlo Bronson Memorial Hwy
Presidente Supermarket
1347 E Vine St
A La Carta Fashion Week
1431 Simpson Rd
Family Dollar
2600 Simpson Rd
Family Dollar
2180 E Irlo Bronson Memorial Hwy
Clothing the Nation Inc
1440 Orchid Ln
Citi Trends
1355 E Vine St
Dunkin'
2705 Simpson Rd
Dunkin'
2388 E Irlo Bronson Memorial Hwy
Starbucks
2482 E Irlo Bronson Memorial Hwy
Split Oak Coffee Roasters
1004 Whirlaway Dr
Dunkin'
1935 E Osceola Pkwy
El Coqui Sports Bar
2310 Fortune Rd
Sky Box Sports Tavern
225 Simpson Rd
Club Swinkster
2145 E Irlo Bronson Memorial Hwy
Moonbeams Steak House & Pub
301 Buenaventura Blvd
Club Fuego Restaurant
2295 E Irlo Bronson Memorial Hwy
Melao Bakery
1912 Fortune Rd
La Caribena
137 Buenaventura Blvd
Caribbean Family Bakery
2880 Berkshire Cir
Marcel's Philippine Bake Shop
1178 E Vine St
Brenda's Cake's
2072 E Osceola Pkwy
South East Tacos Corp
1426 Simpson Rd
Subway
1400 Simpson Rd
Real New York Pizza
1437 Simpson Rd
Antojitos Y Mas
1401 Fortune Retail Ct
Benny Wongs
2318 Fortune Rd
Simpson Rd / Astro Lake Dr West
E. U. S. 192 / St. Cloud
Simpson Rd / Marisol Loop
Kissimmee / Medical City / Oia FastLink
Simpson Rd / Winners Cir
Kissimmee / Medical City / Oia FastLink
Simpson Rd / Astro Lake Dr West
E. U. S. 192 / St. Cloud
Fortune Rd / Lakeside Dr
E. U. S. 192 / St. Cloud
Kissimmee
SunRail
Tupperware
SunRail
Meadow Woods
SunRail
Compare similar properties nearby
Cumberland Park Apartments
Our team has verified this company8024 Cumberland Park Dr
3 Beds
$2,340–$3,437
- dogs ok
- swimming pool
- fitness center
Ascend Nona West
Our team has verified this companyOrlando International Airport • 4000 4000 Nona West Blvd
3 Beds
$2,499–$2,825
- dogs ok
- swimming pool
- fitness center
- dogs ok
- swimming pool
- fitness center
- dogs ok
- swimming pool
- fitness center
- dogs ok
- swimming pool
- fitness center
- dogs ok
- swimming pool
- fitness center
- dogs ok
- swimming pool
- fitness center
- dogs ok
- swimming pool
- fitness center
Cumberland Park Apartments
Our team has verified this company8024 Cumberland Park Dr
3 Beds
$2,340–$3,437
- dogs ok
- swimming pool
- fitness center
Ascend Nona West
Our team has verified this companyOrlando International Airport • 4000 4000 Nona West Blvd
3 Beds
$2,499–$2,825
- dogs ok
- swimming pool
- fitness center
- dogs ok
- swimming pool
- fitness center
- dogs ok
- swimming pool
- fitness center
- dogs ok
- swimming pool
- fitness center
- dogs ok
- swimming pool
- fitness center
- dogs ok
- swimming pool
- fitness center
- dogs ok
- swimming pool
- fitness center
Check availability
Advertisement