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

How Many Bedrooms?Done
Select your price rangeDone
to
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Lifestyle Matching SearchDone
By AmenitiesDone
By Community TypeDone
Features and AvailabilityDone
Done

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.

close
View Me
Winchester Lofts
Rent Specials
$1,720 - $3,125
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,705 - $3,110
Required Monthly Fees
$15

Total Monthly Price
$1,720 - $3,125
Studio to 2 Bedroom Apartments Available Now

Winchester Lofts

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

The Art of the Rental Viewing: What to look for during a property tour

Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

close
View Me
The Winston
Rent Specials
$2,052 - $4,657
Total Monthly Price

Total Monthly Price

Base Rent
$2,005 - $4,610
Required Monthly Fees
$47

Total Monthly Price
$2,052 - $4,657
Studio to 3 Bedroom Apartments Available Jan 2, 2026

The Winston

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

Smart Renter's Guide: Calculating Affordable Rent & Housing Costs

Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

Prospect Hill, New Haven, CT Local Guide

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

Specials updated: 12-28-2025

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

The Winston

For a limited time, receive 2 months free off base rent on select apartments & Free Parking *Restrictions May ApplyExpires 12-28-2025

Don't Settle: How to Negotiate Your Apartment Lease and Save Money

Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.

Read Article
Decorative image

The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro

Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.

Read Article
Decorative image

Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting

Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.

Read Article
Decorative image

Quick Rent Budget Calculator

How much rent can you afford?

The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.

decorative image of people with a giant lease agreement

Pet Friendly Lifestyle
Prospect Hill, New Haven, CT

Ranked #25

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

Pet Friendliness Lifestyle Score

3.0
Pet Friendly

decorative image of woman handing cat to small boy

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 Winchester Lofts listed at $1,720.

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 $3,019.

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 2,225 square feet unit starting from $2,095 at Whitney Modern.

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 442 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

decorative image for How to Make Your Apartment Holiday-Ready: Renter-Friendly Tips article

How to Make Your Apartment Holiday-Ready: Renter-Friendly Tips

Written by: Justin Habersaat

Getting your apartment ready for the holidays can be exciting but sometimes challenging in a smaller space. Here are some modern tips to keep things festive, safe, and inviting this season.

decorative image for Renting with Roommates: Realistic Expectations for Shared Lease article

Renting with Roommates: Realistic Expectations for Shared Lease

Written by: Christine Leonard, Esq.

Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.

decorative image for Apartment Common Area Rules: What Renters Need to Know article

Apartment Common Area Rules: What Renters Need to Know

Written by: Christine Leonard, Esq.

Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.

decorative image for How to Negotiate Your Apartment Lease and Save Money article

How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate!