Apartments for Rent with Specials in the Prospect Hill Neighborhood of New Haven, CT (3 Rentals)

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Apartments in the Prospect Hill area of New Haven with special offers and discounts available right now - opportunities to save money or get a month or more of free rent.

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Winchester Lofts
Rent Specials
$1,995 - $2,995

Total Monthly Price

Base Rent$1,995 - $2,995

Total Monthly PriceVaries
12 Month Lease Term
Special Offer
2 Months Free Apply today and receive 2 months free rent! * Plus take advantage of our limited time reduced $99 security deposit! *Offer val
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Winchester Lofts

275 Winchester AveNew Haven, CT 06511
Corporate Housing
  • Verified
  • Customer Reviewed
  • 3D Tour

Renters Insurance 101: What It Is, What It Covers, and Why You Need It

From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.

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The Winston
Rent Specials
$1,897 - $4,577

Total Monthly Price

Base Rent$1,890 - $4,570
Required Monthly FeesVaries

Total Monthly PriceVaries
Special Offer
3 Months Free Up to 3 Months Free Base Rent + Reduced Security Deposit + Waived Amenity Fee + $1,000 Look & Lease *Restrictions May Apply
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The Winston

301 Winchester AveNew Haven, CT 06511
Furnished
  • Verified
  • 3D Tour
  • Smoke Free

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide

Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.

Prospect Hill, New Haven, CT Local Guide

Top New Haven Apartments in the Prospect Hill Area with Move-In Specials Ending This Month

Specials updated: 09-06-2026

Take advantage of these move-in and rent specials that are ending this month for top Prospect Hill, CT apartments. Act fast and don’t miss out on an incredible deal on your perfect new place!

The Winston

Up to 3 Months Free Base Rent + Reduced Security Deposit + Waived Amenity Fee + $1,000 Look & Lease *Restrictions May ApplyExpires September 06, 2026

Newly Listed Move-In Specials offers for Apartments in Prospect Hill, CT

Specials updated: 09-06-2026

Here are the most recently added special offers for renters looking to find the best deals on apartments in Prospect Hill, CT. Be sure to take advantage of some of the area’s top offers.

The Winston

Up to 3 Months Free Base Rent + Reduced Security Deposit + Waived Amenity Fee + $1,000 Look & Lease *Restrictions May Apply

Navigating the Rental Market: Tips for First-Time Renters

Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

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Real Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University

From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.

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Pet Friendly Lifestyle
Prospect Hill, New Haven, CT

Ranked #22

Among cities in Connecticut for Apartment listings with Pet Friendly Amenities.

Pet Friendliness Lifestyle Score

2.5
Pet Friendly

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Frequently Asked Questions about Rent Specials Prospect Hill Apartments

What is the Cheapest Rent Specials apartment in Prospect Hill?

Currently the most affordable Rent Specials Apartment in Prospect Hill is at The Winston listed at $1,897.

How much is the average rent for a Rent Specials Prospect Hill Apartment?

The average rent for a Rent Specials Apartment in Prospect Hill is $2,832.

What is the largest Rent Specials Prospect Hill Apartment for rent?

Today's Rent Specials apartment with the most square footage in Prospect Hill is a 1,800 square feet unit starting from $2,625 at The Livingston Apartments.

What is the average size for Prospect Hill Rent Specials Apartments for rent?

The average size for a Rent Specials rental in Prospect Hill is currently at 775 sq ft.

Expert Rental Resources

The rental experts at ApartmentHomeLiving.com provide you with top advice, tools, and tips for understanding the leasing process and finding the perfect rental. Here are a few helpful rental and leasing articles from our experts to guide you on your search.

Articles, How-To's, and Tips

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Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My!

Written by: Robin Stewart

Where do you see yourself? When you think of home, sweet home, are you in a 3/2 apartment? Dreaming of a tall townhome? Maybe an industrial loft heavy on cool vibes is on your visioning board.

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Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags

Written by: Robin Stewart

Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.

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First Apartment Regrets: Real Renters Share What They'd Do Differently

Written by: Robin Stewart

Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.

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Renters Insurance 101: What It Is, What It Covers, and Why You Need It

Written by: Robin Stewart

Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.