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Rent Specials
$2,005 - $4,610
Plus Fees
Studio to 3 Bedroom Apartments Available Jan 2, 2026The Winston
301 Winchester AveNew Haven, CT 06511
Apartments for Rent in the Prospect Hill Neighborhood of New Haven, CT with Swimming Pool (1 Rental)
Apartment Common Area Rules: What Renters Need to Know
From the lounge to the laundry room, understand your rights and responsibilities in shared apartment spaces. Get tips on pet rules, noise, and security.
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Prospect Hill, New Haven, CT Local Guide
Five Mile Point Light located in New Haven by WIki User: Cbarneby is licensed under Internal
How much does it cost to rent an apartment in Prospect Hill?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Prospect Hill Studio Apartments | $2,155 | $1,720 | $2,570 |
| Prospect Hill 1 Bedroom Apartments | $2,329 | $1,450 | $2,850 |
| Prospect Hill 2 Bedroom Apartments | $3,111 | $1,500 | $4,995 |
| Prospect Hill 3 Bedroom Apartments | $2,678 | $1,750 | $4,610 |
| Prospect Hill 4 Bedroom Apartments | $3,220 | $2,500 | $4,400 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
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Prospect Hill, New Haven, CT Local Guide
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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.
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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.
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Pet Friendly LifestyleProspect Hill, New Haven, CT
Ranked #24
Among cities in Connecticut for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
3.0Pet Friendly
Getting Around the Prospect Hill Neighborhood in New Haven, CT
Walk Score®
69 / 100
Somewhat Walkable
Some errands can be accomplished on foot
Bike Score®
75 / 100
Very Bikeable
Biking is convenient for most trips
Transit Score®
45 / 100
Some Transit
A few nearby public transportation options
What Are Walk Score®, Transit Score®, and Bike Score® Ratings?
- Walk Score® measures the walkability of any address.
- Transit Score® measures access to public transit.
- Bike Score® measures the bikeability of any address.
Frequently Asked Questions about Prospect Hill Apartments with Swimming Pool
What is the Cheapest Swimming Pool apartment in Prospect Hill?
Currently the most affordable Apartment in Prospect Hill with Swimming Pool is at The Winston listed at $2,005.
How much is the average rent for Prospect Hill Apartments with Swimming Pool?
The average rent for a Apartment in Prospect Hill with Swimming Pool is $3,307.
What is the largest Prospect Hill Apartment for rent with Swimming Pool?
Today's Apartment with Swimming Pool and the most square footage in Prospect Hill is a 1,420 square feet unit starting from $2,005 at The Winston.
What is the average size for Prospect Hill Apartments for rent with Swimming Pool?
The average size for a rental with Swimming Pool in Prospect Hill is currently at 420 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
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.
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.
How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!
The Rental Move-In Inspection Checklist: A Guide for Renters
Written by: Trey Huguley
The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.