Dumpster Rental in College Quarter, Winter Park FL | Dumpster Drop
Homeβ€ΊOrange Countyβ€ΊWinter Parkβ€ΊCollege Quarter

Dumpster Rental in College Quarter

Fast, affordable dumpster rental in College Quarter & Orange County. Book online in minutes β€” delivery as soon as today.

β˜…β˜…β˜…β˜…β˜…5.0from 165 Google reviews

Dumpster rentals as low as $300

Same-day delivery*10 days includedNo hidden fees

*Based on availability

86Β°F Sunny weather β€” ideal for roofing, landscaping, and construction cleanout. Updated 11:15 PM ET

Loved by Homeowners & Contractors

β˜…β˜…β˜…β˜…β˜…5.0from 165 Google reviews
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“The process was so smooth and great! Dumpsters were delivered next day and picked up as soon as I finished. Prices are great and customer service is even better! Highly recommend”

Andrew Rubio
Andrew Rubio14 hours ago β€’ Google
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“These guys were on there A game. Needed dumpsters quick and they made it happen everyrime!”

Travis Hill
Travis Hill3 months ago β€’ Google
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“Super fast service. Mr. Don is the most helpful person I ever seen. I was frustrated trying to find a place to rent a dumpster. Finally, I found Dumpster Drop through a Google search. Drop off at my…”

MOST. Z KHANOAM
MOST. Z KHANOAM8 months ago β€’ Google
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“Great experience with this company! They respond quickly and through text so I didn’t have to call if I had a question, responded very quickly, and were accommodating to my request! Will definitely…”

Yesselyn Aviles
Yesselyn Aviles1 year ago β€’ Google
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“"I recently used Dumpster Drop for my roll-off dumpster rental needs while redoing my yard and I was extremely impressed with their level of service. The delivery was prompt and efficient, and the…”

Joshua McBride
Joshua McBride3 years ago β€’ Google
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“Awesome company! Very responsive. On time. Do what they say they’re going to do. Only dumpster company I will ever work with from now on!”

Mandy Stewart
Mandy Stewart3 years ago β€’ Google
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“Bo and the team at Dumpster Drop are great. Their price is fair, and their service is excellent. Will use them again when needed, and highly recommend their services.”

Marco Barusco
Marco Barusco1 year ago β€’ Google
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“Great service and good communication. Price is competitive with other services in town if not a little better then some. Dumpster looked brand new and not a dented or abused. Would use again.”

John Yandell
John Yandell7 months ago β€’ Google
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“The dumpster was delivered the same day it was ordered, with excellent communication throughout the process. Highly recommendedβ€”I would definitely use this service again.”

M. Cherry
M. Cherry6 months ago β€’ Google
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“These guys are always on time and have great communication!! As someone who uses dumpster rental companies weekly for roofing projects. I could not recommend Dumpster Drop enough.”

Tyler Denny
Tyler Denny1 year ago β€’ Google
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“First time renting a dumpster, and I will say there are a lot of options out there. I went with Dumpster Drop due to their pricing, size of dumpster and the amount of days. The dumpster was delivered…”

jay rot
jay rot2 years ago β€’ Google
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“Awesome! Great job!”

Franky
Franky1 year ago β€’ Google
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“Try professional great price will use them again”

Thomas Long
Thomas Long2 months ago β€’ Google
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“Great, friendly and informative company. Communication was great and on-time as scheduled. Highly recommend”

STEVE James
STEVE James3 months ago β€’ Google
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“Amazing company, great communication, great fast service. They will definitely be my go to company for whenever I need a dumpster moving forward.”

John Holloway
John Holloway3 years ago β€’ Google
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“Dumpster Drop was great! Will be using their services again-they arrived on time, placed the dumpster exactly where I needed it and picked it up on time. Great business😊”

Luanne Thomas
Luanne Thomas1 week ago β€’ Google
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“These guys are great. I was in a time crunch and Dumpster Drop was able to schedule a drop off first thing next day. My contractor filled the 15 yard dumpster on first day. Dumpster Drop arranged for…”

Jen Patel
Jen Patel2 years ago β€’ Google
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“I had a very good experience with this company very good communication I knew exactly when everything was being dropped off and picked up so I would highly recommend dealing with Bo and his crew”

Rick Phillips
Rick Phillips10 months ago β€’ Google
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“Very professional to work with. Dumpsters were extremely clean as well. Will use this company again.”

Bryan Landa
Bryan Landa3 years ago β€’ Google
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“Excellent company to do businness with. A true star. Helave been and will continue to use them.”

Edgardo Nieves
Edgardo Nieves5 months ago β€’ Google
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“The folks at Dumpster Drop went above and beyond with their service. I would not hesitate to recommend (and employ again) Dumpster Drop to anyone needing their services.”

Steve Eunice
Steve Eunice3 years ago β€’ Google
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“Prompt ,professional, great deal for the money..communication 2nd to none..a go to everytime..”

Jenna White
Jenna White3 years ago β€’ Google
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“Amazing service! Dumpster's were delivered and picked with great friendly service. Great communication from Don in the admin office to Lee the delivery guy! A true company that goes the extra mile…”

Sam Gottlieb
Sam Gottlieb3 years ago β€’ Google
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“Dumpster Drop Dumpster Rental is always great to work with. Booking was super easy, and when I called in the morning they were able to deliver the same day. They dropped the dumpster exactly where I…”

Carlos Fonseca
Carlos Fonseca6 months ago β€’ Google
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“Service was amazing. They delivered within hours of contacting them. The upfront pricing and ease of use was so nice. Their pricing was comparable to other companies but had twice the weight limit…”

Nicole Kru
Nicole Kru3 months ago β€’ Google
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“Called and they delivered the dumpster same day. Bo was great at dropping the dumpster. Very tentative and answered all my questions. Highly recommend”

Lindsey Canales
Lindsey Canales1 year ago β€’ Google
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“Had to move pretty much last minute. Bo was extremely helpful and went out of his way to accommodate what we needed. They alerted me on the exact arrival of my dumpster and the price was extremely…”

Bud Morin
Bud Morin2 years ago β€’ Google
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“My Rep Bow was great. He called me back right away. He was knowledgeable about the dumpster and sizes. He communicated on weekends so we were able to confirm delivery. He even messaged me a day…”

Raquel McCalla
Raquel McCalla3 years ago β€’ Google
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“Terrific experience. Real people, real service, excellent communication and follow through. Easy to contact and work with. Would absolutely use these guys again.”

Terri Smith
Terri Smith2 months ago β€’ Google
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“Good”

Elvira Cleaning Services
Elvira Cleaning Services2 years ago β€’ Google
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“The process was so smooth and great! Dumpsters were delivered next day and picked up as soon as I finished. Prices are great and customer service is even better! Highly recommend”

Andrew Rubio
Andrew Rubio14 hours ago β€’ Google
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“These guys were on there A game. Needed dumpsters quick and they made it happen everyrime!”

Travis Hill
Travis Hill3 months ago β€’ Google
β˜…β˜…β˜…β˜…β˜…

“Super fast service. Mr. Don is the most helpful person I ever seen. I was frustrated trying to find a place to rent a dumpster. Finally, I found Dumpster Drop through a Google search. Drop off at my…”

MOST. Z KHANOAM
MOST. Z KHANOAM8 months ago β€’ Google
β˜…β˜…β˜…β˜…β˜…

“Great experience with this company! They respond quickly and through text so I didn’t have to call if I had a question, responded very quickly, and were accommodating to my request! Will definitely…”

Yesselyn Aviles
Yesselyn Aviles1 year ago β€’ Google
β˜…β˜…β˜…β˜…β˜…

“"I recently used Dumpster Drop for my roll-off dumpster rental needs while redoing my yard and I was extremely impressed with their level of service. The delivery was prompt and efficient, and the…”

Joshua McBride
Joshua McBride3 years ago β€’ Google
β˜…β˜…β˜…β˜…β˜…

“Awesome company! Very responsive. On time. Do what they say they’re going to do. Only dumpster company I will ever work with from now on!”

Mandy Stewart
Mandy Stewart3 years ago β€’ Google
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“Bo and the team at Dumpster Drop are great. Their price is fair, and their service is excellent. Will use them again when needed, and highly recommend their services.”

Marco Barusco
Marco Barusco1 year ago β€’ Google
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“Great service and good communication. Price is competitive with other services in town if not a little better then some. Dumpster looked brand new and not a dented or abused. Would use again.”

John Yandell
John Yandell7 months ago β€’ Google
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“The dumpster was delivered the same day it was ordered, with excellent communication throughout the process. Highly recommendedβ€”I would definitely use this service again.”

M. Cherry
M. Cherry6 months ago β€’ Google
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“These guys are always on time and have great communication!! As someone who uses dumpster rental companies weekly for roofing projects. I could not recommend Dumpster Drop enough.”

Tyler Denny
Tyler Denny1 year ago β€’ Google
β˜…β˜…β˜…β˜…β˜…

“First time renting a dumpster, and I will say there are a lot of options out there. I went with Dumpster Drop due to their pricing, size of dumpster and the amount of days. The dumpster was delivered…”

jay rot
jay rot2 years ago β€’ Google
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“Awesome! Great job!”

Franky
Franky1 year ago β€’ Google
β˜…β˜…β˜…β˜…β˜…

“Try professional great price will use them again”

Thomas Long
Thomas Long2 months ago β€’ Google
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“Great, friendly and informative company. Communication was great and on-time as scheduled. Highly recommend”

STEVE James
STEVE James3 months ago β€’ Google
β˜…β˜…β˜…β˜…β˜…

“Amazing company, great communication, great fast service. They will definitely be my go to company for whenever I need a dumpster moving forward.”

John Holloway
John Holloway3 years ago β€’ Google
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“Dumpster Drop was great! Will be using their services again-they arrived on time, placed the dumpster exactly where I needed it and picked it up on time. Great business😊”

Luanne Thomas
Luanne Thomas1 week ago β€’ Google
β˜…β˜…β˜…β˜…β˜…

“These guys are great. I was in a time crunch and Dumpster Drop was able to schedule a drop off first thing next day. My contractor filled the 15 yard dumpster on first day. Dumpster Drop arranged for…”

Jen Patel
Jen Patel2 years ago β€’ Google
β˜…β˜…β˜…β˜…β˜…

“I had a very good experience with this company very good communication I knew exactly when everything was being dropped off and picked up so I would highly recommend dealing with Bo and his crew”

Rick Phillips
Rick Phillips10 months ago β€’ Google
β˜…β˜…β˜…β˜…β˜…

“Very professional to work with. Dumpsters were extremely clean as well. Will use this company again.”

Bryan Landa
Bryan Landa3 years ago β€’ Google
β˜…β˜…β˜…β˜…β˜…

“Excellent company to do businness with. A true star. Helave been and will continue to use them.”

Edgardo Nieves
Edgardo Nieves5 months ago β€’ Google
β˜…β˜…β˜…β˜…β˜…

“The folks at Dumpster Drop went above and beyond with their service. I would not hesitate to recommend (and employ again) Dumpster Drop to anyone needing their services.”

Steve Eunice
Steve Eunice3 years ago β€’ Google
β˜…β˜…β˜…β˜…β˜…

“Prompt ,professional, great deal for the money..communication 2nd to none..a go to everytime..”

Jenna White
Jenna White3 years ago β€’ Google
β˜…β˜…β˜…β˜…β˜…

“Amazing service! Dumpster's were delivered and picked with great friendly service. Great communication from Don in the admin office to Lee the delivery guy! A true company that goes the extra mile…”

Sam Gottlieb
Sam Gottlieb3 years ago β€’ Google
β˜…β˜…β˜…β˜…β˜…

“Dumpster Drop Dumpster Rental is always great to work with. Booking was super easy, and when I called in the morning they were able to deliver the same day. They dropped the dumpster exactly where I…”

Carlos Fonseca
Carlos Fonseca6 months ago β€’ Google
β˜…β˜…β˜…β˜…β˜…

“Service was amazing. They delivered within hours of contacting them. The upfront pricing and ease of use was so nice. Their pricing was comparable to other companies but had twice the weight limit…”

Nicole Kru
Nicole Kru3 months ago β€’ Google
β˜…β˜…β˜…β˜…β˜…

“Called and they delivered the dumpster same day. Bo was great at dropping the dumpster. Very tentative and answered all my questions. Highly recommend”

Lindsey Canales
Lindsey Canales1 year ago β€’ Google
β˜…β˜…β˜…β˜…β˜…

“Had to move pretty much last minute. Bo was extremely helpful and went out of his way to accommodate what we needed. They alerted me on the exact arrival of my dumpster and the price was extremely…”

Bud Morin
Bud Morin2 years ago β€’ Google
β˜…β˜…β˜…β˜…β˜…

“My Rep Bow was great. He called me back right away. He was knowledgeable about the dumpster and sizes. He communicated on weekends so we were able to confirm delivery. He even messaged me a day…”

Raquel McCalla
Raquel McCalla3 years ago β€’ Google
β˜…β˜…β˜…β˜…β˜…

“Terrific experience. Real people, real service, excellent communication and follow through. Easy to contact and work with. Would absolutely use these guys again.”

Terri Smith
Terri Smith2 months ago β€’ Google
β˜…β˜…β˜…β˜…β˜…

“Good”

Elvira Cleaning Services
Elvira Cleaning Services2 years ago β€’ Google

Read all 165 reviews on Google β†’

Book Your Dumpster

3 steps β€” takes less than 2 minutes

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Where do you need the dumpster?

Enter the delivery address for your dumpster rental

Dumpster Sizes Available in College Quarter

From small cleanouts to major construction β€” we have the right size.

10 yard dumpster in College Quarter
10
YARD
From $300
Small Cleanouts
Garage cleanouts, bathroom remodels, yard debris.
10 days included
15 yard dumpster in College Quarter
15
YARD
From $325
Mid-Size Projects
Kitchen remodels, flooring removal, deck demolition.
10 days included
20 yard dumpster in College Quarter
20
YARD
From $350
Most Popular
Home Cleanouts & Renovations
Full renovations, roof tear-offs, estate cleanouts.
10 days included
30 yard dumpster in College Quarter
30
YARD
From $525
Large Construction
New construction, large remodels, commercial cleanouts.
10 days included

Final pricing based on project type. Enter your address for exact pricing β†’

About College Quarter, Florida

Dumpster Drop service area - College Quarter

We deliver to all neighborhoods and ZIP codes in College Quarter

Common Projects in College Quarter

  • Kitchen & bathroom remodels
  • Roof tear-offs & replacement
  • Garage & estate cleanouts
  • Storm debris cleanup
  • Landscaping & yard waste
  • New construction & additions

What Can Go in a Dumpster?

  • βœ“ Furniture, appliances, junk
  • βœ“ Construction debris (drywall, lumber, tile)
  • βœ“ Roofing shingles
  • βœ“ Yard waste, branches, sod
  • βœ— No hazardous materials, paint, tires
  • βœ— No batteries, chemicals, electronics

Why College Quarter Chooses Dumpster Drop

Local service, transparent pricing, reliable delivery.

Same-Day Delivery

Order by noon for same-day delivery across College Quarter and Orange County.

Flexible Rental Periods

Standard 10-day rentals with easy extensions.

Transparent Pricing

Flat-rate pricing. No hidden fees.

Locally Operated

We live and work in Central Florida. Our drivers know College Quarter's neighborhoods and best placement spots.

Dumpster Rental in College Quarter, Winter Park

College Quarter captures the essence of classic Winter Park living with its tree-lined streets and established homes that reflect the neighborhood's residential character. Situated in the heart of Winter Park between several pristine lakes, this community combines the tranquility of lakeside living with convenient access to the city's cultural attractions. Homeowners here take pride in maintaining and improving their properties, which is where Dumpster Drop comes in with practical waste removal solutions.

Supporting Home Improvement Projects Throughout College Quarter

Winter Park's median home age is 52 years, which means many properties across the city require thoughtful renovation and repair work. In College Quarter specifically, homeowners often undertake projects ranging from kitchen and bathroom remodels to whole-home updates that preserve the neighborhood's architectural charm while adding modern amenities. Our 15-yard and 20-yard dumpsters are particularly popular for these mid-sized renovation projects, providing enough capacity for old cabinets, countertops, flooring, and drywall without overwhelming narrow driveways typical of established neighborhoods.

Landscaping projects are common in this area, especially for properties near Lake Virginia and Lake Osceola. Homeowners frequently refresh their outdoor spaces with new plantings, hardscaping, and tree removal. A 10-yard dumpster handles most yard debris from trimming and clearing, while a 20-yard unit accommodates larger landscape renovations involving soil removal and old patio demolition.

Right-Sized Dumpsters for Your Project

Dumpster Drop offers five container sizes to match your specific needs. Our 10-yard dumpsters work well for garage cleanouts and smaller landscaping jobs. The 15-yard and 20-yard options suit most residential renovations, including bathroom remodels and flooring replacement throughout multiple rooms. For extensive projects like roof replacements or whole-home cleanouts, our 30-yard and 40-yard dumpsters provide the capacity you need without requiring multiple hauls.

Placement Considerations for College Quarter Properties

College Quarter's mature tree canopy and established streetscapes create a beautiful environment but require thoughtful dumpster placement. We work with you to position containers where they're accessible for loading while protecting your driveway and landscaping. Most homeowners place dumpsters in their driveways, but we can accommodate street placement when necessary. Always check with Winter Park's municipal guidelines regarding street placement permits and duration limits.

Beyond College Quarter: Serving Winter Park Communities

While College Quarter is our focus here, Dumpster Drop proudly serves the entire Winter Park area. We also provide service to nearby Park Avenue District, Hannibal Square, Temple Grove, and Via Tuscany, ensuring consistent, reliable dumpster rental throughout the region.

Schedule Your Delivery Today

Whether you're updating a vintage College Quarter home or tackling a major outdoor project near Lake Mizell, Dumpster Drop delivers the right dumpster size exactly when you need it. Our straightforward pricing and flexible rental periods mean you can focus on your project rather than worrying about waste removal logistics. Contact us at dumpsterdrop.co to schedule your delivery.

Frequently Asked Questions

Everything you need to know about renting a dumpster in College Quarter.

Most College Quarter homeowners choose a 15-yard or 20-yard dumpster for interior renovations like kitchen and bathroom remodels. These sizes handle cabinets, fixtures, tile, drywall, and flooring materials without taking up excessive space on your property. For larger projects involving multiple rooms or additions, a 30-yard dumpster provides extra capacity and reduces the likelihood of needing a second container.

Dumpster Drop offers flexible rental periods to accommodate your project timeline. Most residential projects work well with our standard rental period, but we can arrange extensions if your renovation takes longer than expected. Since College Quarter consists of individual residential properties without HOA restrictions, you have more flexibility with placement duration compared to some managed communities, though you should still verify any Winter Park municipal requirements for extended street placement.

Dumpsters from $300

Enter your address to see sizes, pricing, and same-day availability in College Quarter.

Get Your Instant Quote β†’

β˜…β˜…β˜…β˜…β˜… 5.0 from 165 reviews β€’ 10 days included β€’ No hidden fees