Zumper

2366 Gregory Dr
2366 Gregory Dr, Tallahassee, FL 32303, USA

Townhouse for rent
Pet friendly
Monthly rent
$1,300
Beds2
Baths1–2
Sqft1,296
modified
5+ Days Ago

Property Overview

Featuring off-street parking and a galley kitchen, this property enjoys an ultra-convenient location with easy access to public transport just under a mile away. Its 39 photos provide an extensive visual overview, while the property ranks in the 92.38 percentile for value per square foot in the area. Additionally, the lack of breed restrictions and proximity to multiple pet supply stores and hospitals enhance its appeal for pet owners.

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

  • More space
  • Fireplace
  • Images available

Great for

  • Pet owners

Highlights

  • Pet Friendly
  • off street parking
  • galley kitchen
  • ultra convenient location

Units

2366 Gregory Dr Tallahassee, FL

Available

2 Beds, 1.5 Baths

2 Beds

1.5 Baths

$1,300

Listed on 03/18/2026
Listed by Kenley Stringer
Days on market: 22
Property Status: Active Great updated townhouse in a ultra convenient location. Minutes to downtown, universities, I-10, restaurants and shopping. Great roommate layout with two master suites upstairs. Galley kitchen, full dining room, living room with a fireplace, half bath and laundry area on the ground floor. Wood look vinyl plank and NEW carpet upstairs. Plenty of off street parking. Don't miss this great unit that is vacant and ready to show. This property WILL NOT entertain applications which include subsidies from public housing assistance programs (e.g., Section 8, VA, BBHC, etc.) NO PETS ALLOWED!!!! Office Phone: (850) 778-2010 Copyright © 2026 Tallahassee Board of Realtors. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

Available

2 Beds, 2.5 Baths

2 Beds

2.5 Baths

$1,300

Listed on 03/18/2026
Listed by 2 Bedroom / 2.5 Bath off N Monroe
Days on market: 21
Great updated townhouse in a ultra convenient location. Minutes to downtown, universities, I-10, restaurants and shopping. Great roommate layout with two master suites upstairs. Galley kitchen, full dining room, living room with a fireplace, half bath and laundry area on the ground floor. Wood look vinyl plank and NEW carpet upstairs. Plenty of off street parking. Don't miss this great unit that is vacant and ready to show. Pets okay with owner approval. Please review our Pet and Animal policies online here: bit. ly RWIPetPolicy This property WILL NOT entertain applications which include subsidies from public housing assistance programs (e.g., Section 8, VA, BBHC, etc.)

Amenities for 2366 Gregory Dr

Some units at this address have these amenities. View unit details for more information.

Building
  • Dogs Ok
  • Cats Ok
  • On-Site Laundry
Unit Amenities
  • In-Unit Laundry
  • Microwave
  • Dishwasher
  • Carpet
  • On-Site Laundry
  • Ceiling Fan
  • Fireplace

Policies at 2366 Gregory Dr

Applicants

Applicants

One-time.

Contact Property

REQUIRED FEES

Security Deposit

One-time. Refundable.

Contact Property

Dog Policy

Allowed
Limit1

Cat Policy

Allowed
Limit1

Questions about this property’s policies and fees?

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About 2366 Gregory Dr

HomeHouses in TallahasseeTown and Country 2366 Gregory Dr, Tallahassee, FL 32303, USA

Welcome to 2366 Gregory Dr, located in the heart of Town and Country, Tallahassee, FL 32303. This intimate property consists of 2 units, offering a spacious 2-bedroom floorplan with approximately 1296 square feet of living space. Residents will appreciate the ultra-convenient location, just a short walk from top-rated schools, including a high school with an A- or higher rating. Enjoy the comforts of off-street parking, a galley kitchen, and a laundry area with new carpet throughout. This pet-friendly property also features a range of amenities, including a fireplace, on-site laundry, and a dishwasher. Plus, with its walkable distance to public transportation, getting around town has never been easier. With only long-term rentals, this property is perfect for those looking for a stable and comfortable living arrangement.

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Address details

Units2
Units available2
Neighborhood
City
Zip code32303

2366 Gregory Dr is great for:

Pet owners

  • No breed or pet restrictions
  • 2 pet hospitals in the area
  • 2 pet supply stores near the property

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 2366 Gregory Dr, Tallahassee, FL 32303, USA compares to other nearby properties.

Positives

More space
The 2-bedroom is 355 sqft larger than other listings nearby
Fireplace
Upgraded in-unit features available
Images available
There are at least 10 photos of this address
Laundry available on site
Washers and dryers are available in-building or in-unit

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Rent trends in Tallahassee

If you decide to upgrade your space, you can expect 2-bedrooms at 2366 Gregory Dr to be on par with the average for similarly sized apartments in Town and Country.

Median rents as of Apr 4 2026.
Town and Country
Tallahassee
A table of 1-bedroom apartment rental data trends in Tallahassee
MonthMedian Rent
April 2024$975
May 2024$1,041
June 2024$1,079
July 2024$1,087
August 2024$1,057
September 2024$1,092
October 2024$1,053
November 2024$1,052
December 2024$1,020
January 2025$1,058
February 2025$1,092
March 2025$1,060
April 2025$998
May 2025$986
June 2025$999
July 2025$1,000
August 2025$1,014
September 2025$1,016
October 2025$1,029
November 2025$1,010
December 2025$999
January 2026$1,027
February 2026$1,038
March 2026$1,012
April 2026$1,025
A table of 1-bedroom apartment rental data trends in Town and Country
MonthMedian Rent
April 2024$850
May 2024$855
June 2024$850
November 2024$850
December 2024$850
October 2025$850
November 2025$850
December 2025$850
January 2026$925
February 2026$950
March 2026$950
April 2026$950

Affordability calculator

Can I afford to live at 2366 Gregory Dr?

Bedrooms

2 bedrooms

Rent-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

$52,000/yr

With your selected rent-to-income ratio, you'd ideally want to make $52,000 annually to afford this 2-bedrooms median monthly rent price of $1,300.
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.
Check out the past listing prices for monthly rent at 2366 Gregory Dr, Tallahassee, FL.
2 years ago$1,4002 bed1.5 bath
2 years ago$1,4002 bed2.5 bath
3 years ago$1,4002 bed2.5 bath
7 years ago$1,1002 bed2.5 bath
9 years ago$1,1002 bed2.5 bath

Schools near 2366 Gregory Dr

Ruediger Elementary School

526 w 10th ave

tallahassee, FL, 32303

PK, K-5Public
C+

Second Chance at Ghazvini Learning Center

2514 w tharpe st

tallahassee, FL, 32303

K-12Public

Gretchen Everhart School

2750 mission rd

tallahassee, FL, 32304

PK, K-12Public

Pre-K

500 appleyard dr

tallahassee, FL, 32304

PKPublic

Leon County Virtual School Franchise

860 blountstown st

tallahassee, FL, 32304

K-12Public
B+
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Neighborhood

Town and Country | Tallahassee, FL

NEIGHBORHOOD VIBE
Peaceful and quiet
Noise-canceling headphones not required in this mostly noise free area.

Getting around Tallahassee near 2366 Gregory Dr

Walking

4/10
Some shops and stores are within a few minutes.

Driving

10/10
Commuting is easy with multiple accessible routes and plenty of parking.

Cycling

4/10
This is semi-bikeable, but you’ll need another way of getting around.

Transit

2/10
FYI, there are little to no public transit options within walking distance.

Points of interest for 2366 Gregory Dr, Tallahassee

Groceries

7/10
At least one supermarket within a 15-minute walk

Shopping

5/10
Several shops within walking distance

Cafes

3/10
Some cafés within walking distance

Restaurants

5/10
Some restaurants within a few minutes’ walk

Primary schools

3/10
At least one elementary school within a 30-minute walk

High schools

1/10
Closest high school further than a 30-minute walk

Parks

5/10
Moderate amount of park space nearby

Nightlife

2/10
Some bars within walking distance

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