
Cheap Homes for Rent in the Prospect Hill Neighborhood of New Haven, CT from $1,400 (4 Rentals)
Search the lowest-cost Homes available for rent right now in the Prospect Hill area of New Haven.


739 Whitney Ave
What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Learn the official definition (spending 30% or more of your gross income on housing) and how to calculate your exact rent-to-income ratio. This guide offers expert tips on factoring in total housing costs (including utilities and fees) and budgeting accurately to avoid unnecessary financial strain.

918 Winchester Ave

572 Whitney Ave, Unit 3E
Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
Thinking about getting a co-signer for your rental application? We break down what a co-signer is, the potential benefits, and the serious risks for both parties. Find out if it's the right choice for you.
Prospect Hill, New Haven, CT Local Guide

How much does it cost to rent a home in Prospect Hill?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Prospect Hill 2 Bedroom Homes for Rent | $2,409 | $1,700 | $2,950 |
| Prospect Hill 3 Bedroom Homes for Rent | $2,831 | $1,800 | $3,400 |
| Prospect Hill 4 Bedroom Homes for Rent | $3,900 | $3,900 | $3,900 |
Browse Homes for Rent in this Neighborhood
There are currently 4 rentals with your search options within a 2 mile radius of the Prospect Hill Neighborhood of New Haven, CT.
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Prospect Hill, New Haven, CT Local Guide
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Best Value Apartments for Rent in Prospect Hill, CT
As of July 08, 2026 the best value apartment in the Prospect Hill area is the $3.12 price per square foot 2FA Model at Winchester Lofts in the in the Long Wharf neighborhood starting from $3,100. The second greatest value Prospect Hill apartment is the 103 Sheffield Ave Model at 103 Sheffield Ave, Unit 1 starting at $1,550 with a $1.72 price per square foot in the Prospect Hill neighborhood. Here is today’s list of the best values for Prospect Hill apartments based on price per square foot:
| Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| Winchester Lofts | 2FA | 2BR,2BA | $3.12 |
| 103 Sheffield Ave, Unit 1 | 103 Sheffield Ave | 3BR,1BA | $1.72 |
| 84 Munson St, Unit 2 | 84 Munson St | 1BR,1BA | $2.83 |
| The Winston | Studio-S3 | Studio ,1BA | $4.85 |
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 ArticleReal 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.
Read ArticleQuick 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.
Pet Friendly LifestyleProspect Hill, New Haven, CT
Ranked #22
Among cities in Connecticut for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
3.0Pet Friendly
Frequently Asked Questions about Prospect Hill
What type of rentals are currently available in Prospect Hill?
There are currently 102 Apartments for Rent in Prospect Hill, CT with pricing that ranges from $1,425 to $4,577. There are also 12 Single Family Homes for rent, Condos, and Townhome rentals currently available in Prospect Hill ranging from $1,450 to $3,900.
What is the current price range for Rental Homes in Prospect Hill?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Prospect Hill ranges from $1,450 to $3,900 with an average monthly rent of $2,653.
How much are larger Three and Four Bedroom Rentals in Prospect Hill?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Prospect Hill range from $1,550 to $4,577, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,800 to $3,400. Four Bedroom Single-Family rentals are also available starting from $3,900 and Four Bedroom Apartments start at $1,995.
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

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.

Apartment Occupancy Rates: Renter Attraction vs Renter Retention
Written by: Robin Stewart
There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Written by: Robin Stewart
Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.

Pet-Friendly Renting: Everything You Need to Know Before You Move
Written by: Christine Leonard, Esq.
For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.