Zumper
modified
5+ Days Ago

Highlights

  • Pet Friendly
  • Hardwood floors
  • Granite counter tops
  • In-unit laundry
  • Stainless steel appliances
  • Open concept kitchen/living room
  • Pet friendly

Location

555 Winchester Ave, New Haven, CT 06511, USA|Prospect Hill
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Contact

Management

Farnam Group- MGMT

Leasing office

(203) 623-3027

Property Overview

555 Winchester Ave is a highly rated, competitively priced property with an overall Zumper Expert Rating of 8.8/10, strong value for money, and a standout 10/10 amenities score. Residents can enjoy hardwood floors, granite countertops, stainless steel appliances, in-unit laundry, and an open-concept kitchen/living room in a pet-friendly setting supported by nearby pet amenities. With excellent ratings for location, quality, and trustworthiness, it offers a well-rounded living experience with convenient access to transportation and daily essentials.

This summary uses Zumper’s proprietary data. “Zumper Expert Ratings,” “Things you’ll love,” and “Great for” are based on our internal analyses of market trends and renter insights.

Zumper Expert Rating

8.8
Very Good
With a solid 8.8 out of 10 overall, 555 Winchester Ave is a great option for renters. While some aspects, like Trustworthiness, might not be as distinguished as other properties nearby, 555 Winchester Ave has a number of attractive features—namely its Amenities— so you can be assured your rent will come with a high standard of living.

Things you’ll love

  • Less expensive
  • Laundry available on site

Great for

  • Pet owners

Floor plans

2nd fl 4 bed 2 ba left4 bed2 bath1,124 sqft$2,400 /mo1 unit available555 Winchester Ave Unit 3 2nd floor * 4 Bedrooms * 2 Full Baths * Hardwood floors * Second floor * Updated ceramic tiled bathrooms * Updated Kitchen with granite countertops * New energy efficient stainless steel appliances, dishwasher included!!! * Exposed brick * Doorbell * Office/Study space * Washer/Dryer in unit * New high efficiency furnace * Pets allowed!! Yay!!!! Location, Location, Location!!! * Close proximity to both West Rock Park and East Rock Park * Convenient location to Yale, Southern and Albertus Magnus * Great shops and restaurants within walking distance We support Equal housing opportunities- Anyone can apply! Application approval contingent on credit score and financial background.

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Amenities for 555 Winchester Ave

Apartment Amenities

Air ConditioningCentral Air Conditioning

Appliances

DishwasherIn-Unit Laundry
Stainless Steel DishwasherStainless Steel Gas Stove & Oven
Stainless Steel MicrowaveStainless Steel Refrigerator

Building

Cats OKDogs OK
Onsite LaundrySewer

Grounds

Off-Street Parking

Other

Cold Water
Units, floor plans, amenities, dimensions, details, availability, and prices may be approximate and subject to change. Please contact a community representative for more information.

Policies and fees

Applicants

Applicants

One-time.

Contact Property

REQUIRED FEES

Security Deposit

One-time. Refundable.

Contact Property

Dog Policy

Allowed

Cat Policy

Allowed

Contact for more information on pet policy.

Questions about this property’s policies and fees?

Building details

Property details

Units8
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About 555 Winchester Ave

HomeApartments in New HavenProspect Hill 555 Winchester Ave

555 Winchester Ave Unit 3 2nd floor * 4 Bedrooms * 2 Full Baths * Hardwood floors * Second floor * Updated ceramic tiled bathrooms * Updated Kitchen with granite countertops * New energy efficient stainless steel appliances, dishwasher included!!! * Exposed brick * Doorbell * Office/Study space * Washer/Dryer in unit * New high efficiency furnace * Pets allowed!! Yay!!!! Location, Location, Location!!! * Close proximity to both West Rock Park and East Rock Park * Convenient location to Yale, Southern and Albertus Magnus * Great shops and restaurants within walking distance We support Equal housing opportunities- Anyone can apply! Application approval contingent on credit score and financial background.


Zumper Expert Rating

Our expert rating is based on a weighted average score of property attributes that renters care about most: price, amenities, location, quality, and trust.
8.8
/10
Very Good
With a solid 8.8 out of 10 overall, 555 Winchester Ave is a great option for renters. While some aspects, like Trustworthiness, might not be as distinguished as other properties nearby, 555 Winchester Ave has a number of attractive features—namely its Amenities— so you can be assured your rent will come with a high standard of living.
How we rated 555 Winchester Ave
Price·8A score that weighs the cost and location of the property, which we calculate by comparing rent prices of recent units to the median price of nearby rentals, adjusting for overall quality and features.
Scoring a 8/10, 555 Winchester Ave is a great option for renters looking for apartments in Prospect Hill. The rent is significantly lower than the median rent for the area, therefore this property is competitively priced for its location and its features. Residents here will find a home that meets their needs with few trade-offs.
Amenities·10A score based on the amenities offered at this property compared to other rentals in the area. We consider the quantity, quality, and popularity of features both on site and within the units.
555 Winchester Ave stands out as a premier property with an impressive array of amenities and an excellent standard of living. Residents here have access to many of the most popular and desired perks—pets allowed—making this one of the top choices for renters seeking unparalleled comfort and convenience.
Location·9A score based on proximity and ease of access to shops, restaurants, schools, and public transportation while considering the desirability of the area.
555 Winchester Ave is exceptional when it comes to location and conveniences. Communication with management or leasing staff is usually quick and easy and they often use advanced scheduling and communication tools to streamline the process. The location of this property offers easy access to popular points of interest in the area and options for getting around.
Quality·9A score based on what makes the property stand out, such as luxury features, unique offerings, age of the building, and our ability to verify the accuracy of these details.
555 Winchester Ave has a few standout characteristics that set it apart from similar properties nearby. Having both verified status and features that cater to discerning renters, this is a great option for renters looking for a specific and exceptional lifestyle.
Trustworthiness·8A score based on the accuracy, completeness, recency, and usefulness of the information provided by this property, so you can trust that what you see is what you get.
The level of transparency this property provides distinguishes it as a great rental. With a high attention to detail and desirable features, renters can be sure they will get an accurate picture of their potential new home.

555 Winchester Ave is great for:

Pet owners

  • Tile, vinyl or hardwood floors
  • 1 dog park within 1 mile
  • 1 pet supply store near the property

Property highlights

We compared every listing in the surrounding area to determine which amenities are most common. If a building lacks an amenity that most others in the area have, it is a con. If a building has an amenity most others in the area do not, it is a pro. Similarly, price, schools, and size are calculated relative to the size, price, and distance to schools of the other properties nearby.

How 555 Winchester Ave compares to other nearby properties.

Positives

Less expensive
The 4-bedrooms are cheaper than other similar listings nearby
Laundry available on site
Washers and dryers are available in-building or in-unit

Considerations

Greater distance from high schools
The nearest high school is farther than 1 mile away
Greater distance from middle schools
The nearest middle school is farther than 3 miles away
Greater distance from grade schools
The nearest elementary school is farther than 0.3 mile away
Lacks images
Fewer than 10 photos available for this location

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Rent trends in Prospect Hill

4-bedroom apartments at 555 Winchester Ave cost about 20% less than the average rent price for 4-bedroom apartments in Prospect Hill.

Median rents as of May 16 2026.
Prospect Hill
New Haven
A table of studio rental data trends in New Haven
MonthMedian Rent
June 2024$1,691
July 2024$1,728
August 2024$1,614
September 2024$1,838
October 2024$1,879
November 2024$1,999
December 2024$2,051
January 2025$2,074
February 2025$2,003
March 2025$1,997
April 2025$1,992
May 2025$1,961
June 2025$1,810
July 2025$1,720
August 2025$1,730
September 2025$1,779
October 2025$1,747
November 2025$1,776
December 2025$1,804
January 2026$1,714
February 2026$1,780
March 2026$1,710
April 2026$1,724
May 2026$1,732
A table of studio rental data trends in Prospect Hill
MonthMedian Rent
May 2025$1,746
June 2025$1,778
July 2025$1,730
August 2025$1,602
March 2026$1,850
April 2026$1,749
May 2026$1,774

Affordability calculator

Can I afford to live at 555 Winchester Ave?

Bedrooms

4+ bedrooms

Rent-to-income ratio

30%

Slide to adjust the percentage of your monthly income you are willing to spend on rent.
The general rule of thumb is to spend around 30% or less of your income on rent.
Recommended income

$96,000/yr

With your selected rent-to-income ratio, you'd ideally want to make $96,000 annually to afford this 4-bedrooms monthly rent price of $2,400.
For more information on rent affordability, visit our rent calculator.

Schools near 555 Winchester Ave

Lincoln-Bassett School

130 bassett st

new haven, CT, 6511

PK, K-6Public
C-

Wexler/Grant Community School

55 foote st

new haven, CT, 6511

K-8Public
C-

Worthington Hooker School

180 canner st

new haven, CT, 6511

K-8Public
B

YLS Early Learning Center

127 wall st

new haven, CT, 6511

PKPublic

Augusta Lewis Troup School

259 edgewood ave

new haven, CT, 6511

PK, K-8Public
C-
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Neighborhood

Prospect Hill | New Haven, CT

NEIGHBORHOOD VIBE
Peaceful and quiet
Noise-canceling headphones not required in this mostly noise free area.

Getting around New Haven near 555 Winchester Ave

Walking

7/10
Grab your reusable bags–many shops and stores are within walking distance.

Driving

7/10
This area is close to freeways and has adequate parking options.

Cycling

7/10
Peddling isn’t a problem with cyclist-friendly streets and bikeable destinations.

Transit

6/10
Popular public transit options are just a short walk from this location.

Points of interest for 555 Winchester Ave, New Haven

Groceries

9/10
At least one supermarket within a 10-minute walk

Shopping

5/10
Several shops within walking distance

Cafes

5/10
Some cafés within a few minutes’ walk

Restaurants

6/10
Variety of restaurants within a few minutes' walk

Primary schools

9/10
At least one elementary school within a 10-minute walk

High schools

8/10
At least one high school within a 10-minute walk

Nightlife

3/10
Some bars within walking distance

Explore the area around 555 Winchester Ave

B & K Variety Store
597 Winchester Ave
Greg's Market
209 Shelton Ave
Family Grocery LLC
192 Butler St
A to Z Grocery
738 Orchard St
Ayah Market
831 Orange St

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