




- Studio–3 Bedrooms
- $1,600-$3,700 Pricing
- 428–1,575 Square Feet
About Hannibal Square
We have 9 beautiful, and unique buildings located in Hannibal Square: 400, 430, 433, 444, 470 and 558 W. New England Ave., 362 S. Pennsylvania Ave. and 402 W. Welbourne Ave. Onsite parking is available in our 7 story parking garage located at 362 S. Pennsylvania Ave. There are a limited number of storage and garage spaces available as well! Our apartment options include: studio, 1/1, 2/1, 2/2, 3/1 and 3/3. The properties are well maintained with onsite management and maintenance 5 days a week. In addition to the amazing restaurants, shops and businesses on W. New England and S. Pennsylvania Ave., we are also within walking distance to Park Ave., the Farmers Market, Sun Rail, the Library, Community Center, and many other areas of interest!
Hannibal Square is located in the Winter Park Neighborhood and 32789 Zip code of Winter Park, FL. This community is professionally managed by Demetree Global
Unique Features and Amenities
- 2 blocks from Park Ave
- 2 blocks from Park Ave & SunRail
- 2 Blocks from Park Ave and SunRail
- 2 Blocks From Park Ave And The Sunrail
- 2 Blocks From Park Ave, And The Sunrail
- 2 Blocks from Park Ave. & SunRail
- 2 blocks from Park Ave., SunRail
- 2 Blocks From Park Avenue And Sunrail
- 2 Blocks From SunRail
- 2 blocks from SunRail, churches, Library
- 2 Blocks To Park Ave
- 2 Blocks To Park Ave & More Restaurants
- 2 Blocks To Park Ave And SunRail
- 2 Blocks To Park Ave And The Sunrail
- 2 Blocks To Park Ave Or SunRail
- 2 Blocks To Park Ave. And Sunrail
- 2 Blocks To Park Avenue And The Sunrail
- 2 Blocks To SunRail
- 2nd Floor Unit
- 3 Large Bedrooms
- 7 Floor Garage Attached To Bldg
- Attached to 7 floor garage- open parking
- Attached To A 7 Floor Garage - Covered
- Balcony Overlooking W.New England
- Beatuiful Penthouse!
- Beautiful & Spacious End Unit
- Beautiful 2 story unit
- Beautiful 2/2 And Rarely On Market
- Beautiful 2/2 Rarely Avail In The Plaza
- Beautiful Kitchen W/Granite
- Beautiful Kitchen W/Granite Countertops
- Beautiful Mediteranean Building
- Beautiful Mediterranean Building
- Beautiful Penthouse, Storage Unit
- Beautiful Unit !
- Beautiful Unit Facing W. New England Ave
- Beautiful Unit W/French Doors To Balcony
- Beautiful Unit!
- Black Slate Flooring
- Black Slate Floorintg
- Black Slate Floors
- Bldg Locks At 7pm-Access Card For Entran
- Building Attached To Parking Garage
- Building Locks At Night-Card Access Only
- Can Be 3/1 Or 2/1 + Office
- Card Access To Bldg After 7pm
- Convection Microwave (No Range/cooktop)
- Corner Of Welbourne & Virginia Ave
- Covered Parking Under Unit Included
- Crown Moulding
- Custom Built Ins
- Cute Unit In This Upscale Building
- Elevator
- Elevator - 3rd Floor
- Elevator In Building
- Enter Between Coffee Shop & Bridal Shop
- Enter B'Tween Coffee Shop & Bridal Shop
- Faces Beautiful Courtyard With Fountains
- Faces W. New England Ave
- Faces W. New England Ave.
- Faces W. New England Avenue
- Free Parking
- French Doors Onto Balcony
- French Doors Open Onto Balcony
- French Doors Open To Large Balcony
- French Doors Opening Onto Balcony
- Gated Parking Garage - Under Building
- Gated Underground Garage
- Granite Countertops In Kitchen
- Granite in Kitchen
- Great balcony overlooking W. New England
- Great Location!
- High Ceilings
- High Finished Ceilings
- high open ceilings
- High open industrial type ceilings
- Immaculate
- In The Plaza - 444 W New England Buildin
- Industrial look - open ceilings
- Just Off W. New England Ave
- JUST RENOVATED!
- Large LR, DR & Kit - Open Concept
- Large Open Floorplan
- Large private storage room included
- Large Storage Room Across Hall
- Large Storage Room Across Hall Fm Unit
- Large Studio With Offset For Bed
- Large Studio With Separate BR/No Door
- Large Unit With Washer & Dryer
- Large Unit With Washer And Dryer
- Large Walk In Closets
- Laundry Room - Across Hall/ Large
- Laundry Room Across Hallway
- Laundry Room In Building
- Laundry Room Off Kitchen
- Laundry Room Off Of Kitchen
- Lg Kitchen With Granite - Stainless App
- New Kitchen, Bathroom & Flooring!
- Newer Unit Over Coffee Shop
- No Smoking
- No Smoking & No Pets
- Offset Area For Office
- On W. New England Ave
- Only 2 blocks to Park Ave
- Only Steps From Restaurants And Shops
- Only Two Blocks To Park Ave And SunRail
- Open Floorplan
- Open Industrial Type Ceiling
- Open, industrial type ceilings
- Overlooks Beautiful Courtyard & Fountain
- Overlooks W. New England Avenue
- Park Under Unit In Private Space
- Parking garage attached
- Parking under building
- Pet Friendly!
- Pet-friendly!
- Plenty Of Sunlight
- Polished concrete floors
- Polished concrete floors -
- Premier Bldg- Locks At 7pm / Access Card
- Premier Building
- Private Parking & Balcony
- Recently Updated
- Recently Updated With New Kitchen
- restaurants
- Secure Building With Fob Access Only
- Separate Stall Shower And Tub In Primary
- Short Walk To SunRail
- Small Balcony Overlooking W New England
- Spanish Tile Floors
- Split Bedrooms
- Storage Room - Across Hallway
- Storage Unit, Secured Building & Parking
- This Unit Has High Industrial Ceilings
- Top Floor Overlooking W. New England
- Top Floor Unit
- Trash And Pest Control Included
- Trash And Pest Control Included!
- Trash Room / Trash Chute On Floor
- Trash Room/Chute At End Of Hall
- Two Balconies
- Two blocks from Park Ave. and SunRail
- Two Blocks To Park Ave And SunRail
- Under bldg gated parking w/card access
- Under Building Garage Parking Space
- Under Building, Gated Garage Parking
- Upscale Building With Garage Parking
- Very Unique And Beautiful Unit!
- W. New England Ave. Frontage!!
- Walk In Closets In Each Bedroom
- Walk Out Onto W. New England
- Walk out to shops and restaurants
- Walk To Restaurants And Shops
- Walk To Restaurants To Shops
- Walk To Restaurants, Coffee Shops
- Walk to restaurants, shops and SunRail
- Walk to restaurants, shops,
- Walk To Restaurants, Shops, Park Ave.
- Walk to shops & restaurants
- Walk to Shops and restaurants
- Walk To Shops, Restaurants
- Walk to shops, restaurants, Park Ave
- Walk to shops, restaurants, Park Ave.
- Walk to shops, restaurants, SunRail
- Walk to SunRail
- Wood Flooring
Property Contact Info

- Listed by:
- Agency:
- Vendor Logo:
- Website:
- View Property Website
- Call Us:
- (689) 207-6049
- Disclaimer:
Floorplan Pricing and Availability
Hannibal Square offers Studio to 3 Bedroom apartments starting from $1,650 and having 428–1,575 sq ft. Here is the current pricing and availability:
New! Interactive Property Map
Studio
433 W. New England Ave./ Front/3rd Fl/ Front
From $1,650
Studio, 1 Bath, 428 sq ftAvailable NowAvailability Details
Price Availability Date Unit Sq Ft $1,650 Available Now 433-302 428 Unit 433-302 Amenities and Features
Features
- Air Conditioning
- Balcony
- Ceiling Fans
Kitchen
- Dishwasher
- Disposal
- Granite Countertops
- Kitchen
- Microwave
- Oven
- Refrigerator
Living Space
- Vaulted Ceiling
- Walk-In Closets
Unique Features
- 2 Blocks From Park Avenue And Sunrail
- Beautiful Unit W/French Doors To Balcony
- Faces W. New England Ave.
- High Open Ceilings
- Polished Concrete Floors
- Walk To Restaurants And Shops
Unit 433-302 Rent and Fees
Unit Price
- $1,650
View Details and Rent EstimateModel Rent and Fees
Model Price Range
- $1,600 - $1,650
Apartment Unit: 433-302Apartment Model: 433 W. New England Ave./ Front/3rd Fl/ Front$1,650Studio, 1 Bath, 428 sq ftAvailable Now1 Bedroom
362 1x1
From $1,775
1 Bed, 1 Bath, 668 sq ftAvailable NowAvailability Details
Price Availability Date Unit Sq Ft From $1,775 Available Now 362 1x1 668 sq ft Model Amenities and Features
Features
- Air Conditioning
- Balcony
- Cable Ready
- Ceiling Fans
- Heating
- High Speed Internet Access
- Security System
- Smoke Free
- Sprinkler System
- Storage Space
- Tub/Shower
- Washer/Dryer
- Washer/Dryer Hookup
Kitchen
- Breakfast Nook
- Dishwasher
- Disposal
- Eat-in Kitchen
- Granite Countertops
- Ice Maker
- Island Kitchen
- Kitchen
- Microwave
- Oven
- Pantry
- Range
- Refrigerator
- Stainless Steel Appliances
Model Rent and Fees
Model Price Range
- $1,775 - $1,875
2 Bedrooms
433 2x1
From $1,750
2 Beds, 1 Bath, 741 sq ftAvailable NowAvailability Details
Price Availability Date Unit Sq Ft $1,750 Available Now 433-107 741 Unit 433-107 Amenities and Features
Features
- Air Conditioning
- Ceiling Fans
- Washer/Dryer
Kitchen
- Dishwasher
- Disposal
- Granite Countertops
- Kitchen
- Microwave
- Oven
- Range
- Refrigerator
Living Space
- Linen Closet
- Tile Floors
Unique Features
- Facing Courtyard Area
- Washer And Dryer In Unit
Unit 433-107 Rent and Fees
Unit Price
- $1,750
View Details and Rent EstimateUnit Description
Spacious unit facing courtyard with washer/dryer. Pet Friendly! Steps to restaurants and shopping!
Model Rent and Fees
Model Price Range
- $1,750 - $2,750
Apartment Unit: 433-107Apartment Model: 433 2x1$1,7502 Bedroom, 1 Bath, 741 sq ftAvailable Now362 S. Pennsylvania Ave./2nd & 3rd Fl
From $2,100
2 Beds, 2 Baths, 932 sq ftAvailable NowAvailability Details
Price Availability Date Unit Sq Ft Deposit $2,100 Available Now 362-203 932 $932 Unit 362-203 Amenities and Features
Features
- Air Conditioning
- Balcony
- Cable Ready
- Ceiling Fans
- Heating
- Smoke Free
Kitchen
- Dishwasher
- Disposal
- Ice Maker
- Kitchen
- Microwave
- Oven
- Range
- Refrigerator
- Stainless Steel Appliances
Unique Features
- 2 Blocks To Park Ave And Sunrail
- 7 Floor Garage Attached To Bldg
- Free Parking
- French Doors Open Onto Balcony
- Polished Concrete Floors
- Secure Building With Fob Access Only
- Walk To Restaurants And Shops
Unit 362-203 Rent and Fees
Unit Price
- $2,100
View Details and Rent EstimateDeposit
- $932 deposit
Model Rent and Fees
Model Price Range
- $1,900 - $2,100
Apartment Unit: 362-203Apartment Model: 362 S. Pennsylvania Ave./2nd & 3rd Fl$2,1002 Bedroom, 2 Bath, 932 sq ftAvailable Now$1,950
More 2 bedroom units
2 Beds, 1 Bath, 741 sq ft$1,950 depositAvailable NowAvailability Details
Price Availability Date Unit Sq Ft Deposit $1,950 Available Now 433-202 741 $1,950 Unit 433-202 Amenities and Features
Features
- Air Conditioning
- Ceiling Fans
- Washer/Dryer Hookup
Kitchen
- Disposal
- Granite Countertops
- Microwave
- Oven
- Pantry
- Range
- Refrigerator
Living Space
- Dining Room
- Tile Floors
Unit 433-202 Rent and Fees
Unit Price
- $1,950
View Details and Rent EstimateDeposit
- $1,950 deposit
Unit Description
In Unit Washer and Dryer hook-up.
Apartment Unit: 433-202Apartment Model: 433 W. New England Ave./2nd Fl Back$1,9502 Bedroom, 1 Bath, 741 sq ftAvailable Now3 Bedrooms
444 W. New England Ave./Penthouse
From $3,700
3 Beds, 3 Baths, 1575 sq ftAvailable NowAvailability Details
Price Availability Date Unit Sq Ft $3,700 Available Now 444-304 1575 Unit 444-304 Amenities and Features
Features
- Air Conditioning
- Balcony
- Storage Space
- Tub/Shower
- Washer/Dryer
Kitchen
- Dishwasher
- Disposal
- Granite Countertops
- Ice Maker
- Microwave
- Oven
- Refrigerator
- Stainless Steel Appliances
Living Space
- Crown Molding
- Hardwood Floors
- Large Bedrooms
- Walk-In Closets
Unique Features
- Beautiful Penthouse, Storage Unit
Unit 444-304 Rent and Fees
Unit Price
- $3,700
View Details and Rent EstimateDeposit
- $3,500 deposit
Unit Description
Spacious 3 bedroom 3 bathroom apartment with large bedroom and washer/dryer in unit.
Model Rent and Fees
Model Price Range
- $3,500 - $3,700
Apartment Unit: 444-304Apartment Model: 444 W. New England Ave./Penthouse$3,7003 Bedroom, 3 Bath, 1575 sq ftAvailable Now$1,900
More 3 bedroom units
3 Beds, 1 Bath, 723 sq ft$1,995 depositAvailable NowAvailability Details
Price Availability Date Unit Sq Ft Deposit $1,900 Available Now 430-12 723 $1,995 Unit 430-12 Amenities and Features
Features
- Air Conditioning
- Cable Ready
- Ceiling Fans
Kitchen
- Refrigerator
Living Space
- Office
- Tile Floors
Unique Features
- 2 Blocks From Park Ave And Sunrail
- Can Be 3/1 Or 2/1 + Office
- Great Location!
- No Smoking
- Overlooks Beautiful Courtyard & Fountain
- Pet-friendly!
Unit 430-12 Rent and Fees
Unit Price
- $1,900
View Details and Rent EstimateDeposit
- $1,995 deposit
Apartment Unit: 430-12Apartment Model: 430 W. New England Ave.$1,9003 Bedroom, 1 Bath, 723 sq ftAvailable Now
Schedule a Tour
3D Tours
Property Information
- 107 Units
- 3 Stories
- Built in 1987
Lease Terms
- 12 mo
Fees and Policies
The fees listed below are community-provided and may exclude utilities or add-ons. All payments are made directly to the property and are non-refundable unless otherwise specified. Use the Cost Calculator to determine costs based on your needs.
Required Fees
One-Time Basics
- Due at Application
- Application Fee Per ApplicantiCharged per applicant.$50.00
- Due at Move-In
- Administrative FeeiCharged per unit.$150.00
Other Fees and Policies
Pet Fees
Pet Policies are Negotiable
- Cat
- Pet DepositiMax of 2. Charged per Pet.$0.00
- One-Time Pet FeeiMax of 2. Charged Per Pet.$400.00
- Monthly Pet FeeiMax of 2. Charged Per Pet.$25.00/mo
- Dog
- Pet DepositiMax of 2. Charged per Pet.$0.00
- One-Time Pet FeeiMax of 2. Charged Per Pet.$400.00
- Monthly Pet FeeiMax of 2. Charged Per Pet.$25.00/mo
Akita, Alaskan Malamute, Bulldog, Cane Corso, Chow, Doberman, German Shepard, Great Dane, Mastiff, Pit Bull, Rottweiler, Siberian Husky, Terrier, and Wolf Hybrid.
Max of 2.
Parking Fees
- Garage
- Parking FeeiMax of 1. Charged per vehicle.$100.00/mo
- Surface Lot
- Street
Max of 1. Monthly: assigned, covered parking if available.
Additional Parking Options
Property Fee Disclaimer: Based on community-supplied data and independent market research. Subject to change without notice. May exclude fees for mandatory or optional services and usage-based utilities.
Features and Amenities
On-Site Services
- Maintenance On Site
- On Site Retail
- Property Manager On Site
- 24 Hour Access
- Key Fob Entry
- Laundry Facilities
Community Features
- Disposal Chutes
- Elevator
Outdoor Features
- Courtyard
- Controlled Access
- Porch
- Deck
- Patio
Recreation and Fitness
- Bicycle Storage
Interior Features
- Balcony
- Storage Space
- Security System
- Sprinkler System
- Tub/Shower
- Heating
- Ceiling Fans
- High Speed Internet Access
- Cable Ready
- Washer/Dryer Hookup
- Washer/Dryer
- Air Conditioning
- Smoke Free
Kitchen Amenities
- Island Kitchen
- Range
- Refrigerator
- Oven
- Pantry
- Breakfast Nook
- Dishwasher
- Eat In Kitchen
- Microwave
- Disposal
- Stainless Steel Appliances
- Ice Maker
- Kitchen
- Granite Countertops
Living Area Features
- High Ceilings
- Walk In Closets
- Vaulted Ceiling
- Crown Molding
- Built In Bookshelves
- Dining Room
- Family Room
- Vinyl Flooring
- Large Bedrooms
- Office
- Carpet
- Linen Closet
- Tile Floors
- Views
- Window Coverings
- Hardwood Floors
Student Features
- Walk To Campus

Map
- Shopping
- Colleges
- Grocery
- Medical
- Parks

Map
Hours and Contact Info
| Monday | 9:00 am–5:30 pm |
| Tuesday | 9:00 am–5:30 pm |
| Wednesday | 9:00 am–5:30 pm |
| Thursday | 9:00 am–5:30 pm |
| Friday | 9:00 am–5:30 pm |
| Saturday | Closed |
| Sunday | Closed |
Frequently Asked Questions about Hannibal Square
Where is Hannibal Square located?
Hannibal Square is located at 433 W New England Ave near the Winter Park area of Winter Park, FL
What is the current rent range at Hannibal Square?
Studio to 3 Bedroom Apartments at Hannibal Square currently range from $1,650 to $3,700
When is the leasing office open?
- The office Hours for Hannibal Square are
- Monday 9:00 am–5:30 pm
- Tuesday 9:00 am–5:30 pm
- Wednesday 9:00 am–5:30 pm
- Thursday 9:00 am–5:30 pm
- Friday 9:00 am–5:30 pm
- Saturday Closed
- Sunday Closed
Are pets allowed?
Call us today to find out our pet policy and if we allow pets
Lifestyle Ratings
Learn more about Lifestyle SearchRenters Reviews and Ratings
Renting con los mejores.
April 28, 2026Because they have a great service and a lovely heart.Review from Apartments.com
Points of Interest
Time and distance from Hannibal Square.
Big Box and Retail
Eckerd
Walgreens
Colleges and Universities
Valencia Community College - Winter Park Campus
Groceries
Whole Foods
The Fresh Market
Trader Joes
Hospitals
Adventhealth Orlando
Aspire Health Partners
Orlando Health
Military Bases
Naval Training Center
Parks and Recreation
Hannibal Square has 1 park within 11.0 miles, including Universal Studios Florida.
Restaurants and Dining
Shopping Centers
Hannibal Square has 5 shopping centers within 0.5 miles.
Nearby Neighborhoods
Rental Price Ranges in the Area
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Winter Park Studio Apartments | $1,661 | $900 | $3,649 |
| Winter Park 1 Bedroom Apartments | $1,803 | $250 | $3,618 |
| Winter Park 2 Bedroom Apartments | $2,206 | $956 | $5,209 |
| Winter Park 3 Bedroom Apartments | $2,782 | $1,082 | $6,500 |
| Winter Park 4 Bedroom Apartments | $2,135 | $1,679 | $3,945 |
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Max of 2.