
Cheap Homes for Rent in Prospect Hill Neighborhood of New Haven, CT from $1,400 (7 Rentals)
Search the lowest-cost Homes available for rent right now in the Prospect Hill area of New Haven.


145 Starr St, Unit #3

77 Shepard St, Unit 1
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.

84 Munson St, Unit #2

38 Read St

918 Winchester Ave
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.

753 Winchester Ave
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 | $2,104 | $1,600 | $2,950 |
| Prospect Hill 3 Bedroom Homes for Rent | $2,565 | $1,900 | $3,295 |
| Prospect Hill 4 Bedroom Homes for Rent | $3,950 | $3,950 | $3,950 |
| Prospect Hill 5 Bedroom Homes for Rent | $2,650 | $2,650 | $2,650 |
Browse Homes for Rent in this Neighborhood
There are currently 7 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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Cheapest Available Prospect Hill Apartments for Rent
 The cheapest available apartment rental in the Prospect Hill area of New Haven, CT is a Studio unit found at Winchester Lofts priced from $1,764. The Winston has the second lowest priced unit, which is a Studio apartment currently listed from $1,906. Here are the most affordable Prospect Hill apartments for rent in New Haven, CT:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Winchester Lofts | 0FA | Studio,1BA | $1,764 |
| The Winston | Studio-S2 | Studio,1BA | $1,906 |
| The Livingston Apartments | Two Bedroom with Office (Floorplan A) | 2BR,2BA | $2,625 |
Best Value Apartments for Rent in Prospect Hill, CT
As of May 24, 2026 the best value apartment in the Prospect Hill area is the $1.46 price per square foot Two Bedroom with Office (Floorplan A) Model at The Livingston Apartments in the in the Long Wharf neighborhood starting from $2,625. The second greatest value Prospect Hill apartment is the 57 Bassett St Model at 57 Bassett St, Unit 1 starting at $1,999 with a $1.59 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. |
|---|---|---|---|
| The Livingston Apartments | Two Bedroom with Office (Floorplan A) | 2BR,2BA | $1.46 |
| 57 Bassett St, Unit 1 | 57 Bassett St | 3BR,1BA | $1.59 |
| 312 Huntington St, Unit 3 | 312 Huntington St | 3BR,1BA | $1.82 |
| 31 Sheldon Ter | 31 Sheldon Ter | 1BR,1BA | $5.54 |
| The Winston | Studio-S3 | Studio ,1BA | $4.91 |
| Winchester Lofts | 0BB | Studio ,1BA | $5.00 |
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 #25
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 106 Apartments for Rent in Prospect Hill, CT with pricing that ranges from $1,675 to $4,602. There are also 15 Single Family Homes for rent, Condos, and Townhome rentals currently available in Prospect Hill ranging from $1,450 to $3,950.
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 $3,950 with an average monthly rent of $2,677.
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 $1,750 to $4,602, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,900 to $3,295. Four Bedroom Single-Family rentals are also available starting from $3,950 and Four Bedroom Apartments start at $2,000.
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

A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back
Written by: Lauren Harrington
I’m going to talk with you as a seasoned property manager and friend. So, let’s start with your security deposit. I want you to think about this guide as insider information. You deserve your deposit back.

Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts
Written by: Lauren Harrington
This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.

What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Written by: Lauren Harrington
This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.

Maximizing Your Refund: Essential Tax Tips for Renters
Written by: Christine Leonard, Esq.
Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.