
Cheap Homes for Rent in the Prospect Hill Neighborhood of New Haven, CT from $1,450 (4 Rentals)
Search the lowest-cost Homes available for rent right now in the Prospect Hill area of New Haven.


918 Winchester Ave
Rent According to Income: A Look at Income-Restricted Rentals
Find income-restricted rentals and housing subsidies. Explore government programs designed to help low-income families secure stable, affordable housing.

84 Munson St

753 Winchester Ave
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.
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 | $2,410 | $2,000 | $2,750 |
| Prospect Hill 3 Bedroom Homes for Rent | $1,700 | $1,700 | $1,700 |
| Prospect Hill 4 Bedroom Homes for Rent | $2,450 | $2,450 | $2,450 |
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 September 06, 2026 the best value apartment in the Prospect Hill area is the $2.08 price per square foot 682 Prospect Street 3 Bed 2 Bath Model at 682 Prospect Street in the in the Prospect Hill neighborhood starting from $3,495. The second greatest value Prospect Hill apartment is the 257 Sheffield Ave Model at 257 Sheffield Ave starting at $2,450 with a $2.23 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. |
|---|---|---|---|
| 682 Prospect Street | 682 Prospect Street 3 Bed 2 Bath | 3BR,2BA | $2.08 |
| 257 Sheffield Ave | 257 Sheffield Ave | 2BR,1BA | $2.23 |
| Whitney Modern | 1BR/1.0BA | 1BR,1BA | $2.13 |
| 663-667 Whitney Ave. | 1BR/1.0BA | 1BR,1BA | $2.14 |
| Winchester Lofts | 1FA | 1BR,1BA | $3.39 |
| The Winston | Studio-S2 | Studio ,1BA | $4.52 |
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 ArticleNavigating 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.
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
2.5Pet Friendly
Frequently Asked Questions about Prospect Hill
What type of rentals are currently available in Prospect Hill?
There are currently 101 Apartments for Rent in Prospect Hill, CT with pricing that ranges from $1,575 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 $2,750.
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 $2,750 with an average monthly rent of $2,047.
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 $1,700 to $4,577, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,700 to $1,700. Four Bedroom Single-Family rentals are also available starting from $2,450 and Four Bedroom Apartments start at $2,300.
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

Rent According to Income: A Look at Income-Restricted Rentals
Written by: Robin Stewart
The idea of affordable housing can be subjective. Every individual is in a different place financially and vocationally. What one may easily afford could be a struggle for someone else.

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.

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.

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.