1 Day Ago
Highlights
Pet Friendly
Location
275 Winchester Ave #227, New Haven, CT 06511, USA|Prospect Hill
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Property Overview
This summary uses Zumper’s proprietary data. “Zumper Expert Ratings” and “Things you’ll love” are based on our internal analyses of market trends and renter insights.
Things you’ll love
More space- Images Available
Floor plans
| Landing Furnished Apartment at Winchester Lofts.227.1412525 | Studio | 1 bath | 515 sqft | $2,174 /mo | |||
| Landing Furnished Apartment at Winchester Lofts.147.1412527 | 1 bed | 1 bath | 683 sqft | $2,304 /mo | |||
| Landing Furnished Apartment at Winchester Lofts.137.1412526 | 1 bed | 1 bath | 668 sqft | $2,415 /mo | |||
| Landing Furnished Apartment at Winchester Lofts.119.1412528 | 1 bed | 1 bath | 690 sqft | $2,545 /mo | |||
| Landing Furnished Apartment at Winchester Lofts.410.1412529 | 2 bed | 2 bath | 1,420 sqft | $3,661 /mo |
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Amenities for 275 Winchester Avenue
Apartment Amenities
| Furnished | Utilities Included |
Building
| Cats OK | Dogs OK |
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
| Lease terms | 1+ month |
|---|
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About 275 Winchester Avenue
Landing is a top-rated, fully furnished apartment network with thousands of homes across 250+ U.S. cities. With premium amenities, a mobile app to manage your stay, and 24/7 support, our apartments have everything you need for monthly and longer stays. Landing's apartments at Winchester Lofts are designed for comfortable, easy living, with the ability to stay as long as you like. All Landing apartments include: - Fast Wi-Fi - Stylish furnishings - Fully-stocked bathroom - Smart TVs - Comfortable bed - Professionally cleaned - Guest support Stay longer for cheaper! The longer you stay, the bigger your discount. Price advertised is for a 12-month stay, including all utilities and fees, and may vary based on availability. We manage multiple units at this property. While all feature a similar style and furnishings, the layout and specific design elements may vary slightly from the photos provided. Some of the nitty-gritty: a background check and proof of income are required; we're completely smoke-free; pet-friendly options are available; parking is subject to availability.
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.
9.2
/10
Excellent275 Winchester Avenue is an excellent find, offering residents a superior living experience with a wide range of desirable features. Residents will particularly enjoy knowing that this property rated highest in Location and Quality, which help to make this rental a great place to call home.
Price·9A 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.
275 Winchester Avenue stands out with a remarkable rating of 9/10 for its cost per bedroom compared to other rentals in the area. Considering the excellent balance between price, convenience, and comfort that it provides, residents enjoy a high-quality living experience.
Amenities·8A 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.
With multiple in-demand amenities, 275 Winchester Avenue is committed to enhancing the renting experience. And while it may have fewer total conveniences and features than similar rentals nearby, it remains a top choice for renters wanting an specific standard of living.
Location·10A score based on proximity and ease of access to shops, restaurants, schools, and public transportation while considering the desirability of the area.
275 Winchester Avenue offers residents unparalleled convenience to popular points of interest, transportation, schools, and more, which provide an elevated quality of life. Communication with management is usually quick and easy, allowing for a more expedited application and renting process, saving you time and money.
Quality·10A 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.
275 Winchester Avenue has notable characteristics that give it an edge. It is a verified property that stands out from others nearby as an exceptional choice for renters looking for a specific lifestyle. Offering a combination of prestige, modernity, and tailored living experiences, residents can expect nothing short of excellence at 275 Winchester Avenue.
Trustworthiness·9A 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.
275 Winchester Avenue has gone above and beyond to craft a useful, detailed description, demonstrating transparency and trustworthiness, and giving renters a clear picture of what to expect from the property and its management, so they can make an informed decision about whether the rental meets their needs.
Reviews from the web
Showing 8 highest rated
I'm not sure I have the words to quantify how pleased I am with this community. My transition here was the most seamless I've ever experienced, & I've moved around quite a bit. As such, I have had a million questions and Emily and Paul are so kind and accommodating that they've made and continue to make everything so easy. The entire complex is just so aesthetically pleasing, but my apartment is to die for. It's spacious and bright with super high ceilings and huge windows, but most importantly I don't hear my neighbors, like at all. The hallways and common spaces are always spotless, even the trash room seems to emptied multiple times per day. The few maintenance requests I've had to put in have been resolved same day by Jose and Zilroy, both with a smile. Having a pretty apartment is all good, but a team of staff who actually want to be here and want to help is invaluable. I can't say enough good things about them. I think it's important to note that this is still New Haven, and safety will always be an issue. That said, I've never felt unsafe here. There's a patrol car here at night and the huge parking lot is always super well lit. The communication about the happenings of the community has also always been top notch. Cheers to never having to worry about missing packages! :) I literally never want to leave.
Patricia Morency
Jun 26, 2023
I did not actually live at Winchester Lofts but I did have a very positive experience with their leasing team, Paul and Emily in particular. I was planning to move to New Haven for a job when unfortunately the job offer fell through and I could no longer move. in Paul was extremely accommodating and I had positive experience being shown the unit. Highly recommend their team for being professional and genuine.
Cade
Jul 21, 2024
We’re sharing just 8 of many, sorted highest to lowest. Visit the Google business profile to view all reviews.
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 275 Winchester Avenue compares to other nearby properties.
Positives
- More space
- The 2-bedroom is 427 sqft larger than other listings nearby
- Images Available
- There are at least 10 photos of this address
Considerations
- Greater distance from grade schools
- The nearest elementary school is farther than 0.4 mile away
- 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 2 miles away
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Rent trends in Prospect Hill
Studio apartments at 275 Winchester Avenue cost about 36% more than the average rent price for studios in Prospect Hill.
1-bedroom apartments here are priced 21% higher than 1-bedrooms in Prospect Hill.
If you decide to upgrade your space, you can expect 2-bedrooms at 275 Winchester Avenue to be 37% more than the average for similarly sized apartments in Prospect Hill.
Median rents as of Jan 17 2026.
Prospect Hill
New Haven
| Month | Median Rent |
|---|---|
| February 2024 | $1,611 |
| March 2024 | $1,592 |
| April 2024 | $1,708 |
| May 2024 | $1,858 |
| 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 | $1,717 |
| Month | Median Rent |
|---|---|
| February 2024 | $1,695 |
| March 2024 | $1,695 |
| April 2024 | $1,745 |
| May 2024 | $1,835 |
| May 2025 | $1,746 |
| June 2025 | $1,778 |
| July 2025 | $1,730 |
| August 2025 | $1,602 |
Affordability calculator
Can I afford to live at 275 Winchester Ave #227?
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
$86,960/yr
With your selected rent-to-income ratio, you'd ideally want to make $86,960 annually to afford this studio monthly rent price of $2,174.
For more information on rent affordability, visit our rent calculator.
Schools near 275 Winchester Avenue
Wexler/Grant Community School
55 foote st
new haven, CT, 6511
K-8Public
C-
Lincoln-Bassett School
130 bassett st
new haven, CT, 6511
PK, K-6Public
C-
Worthington Hooker School
180 canner st
new haven, CT, 6511
K-8Public
B
Augusta Lewis Troup School
259 edgewood ave
new haven, CT, 6511
PK, K-8Public
C-
Barack H. Obama Magnet University School
69 farnham ave
new haven, CT, 6515
PK, K-4Public
C
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Internet available near 275 Winchester Avenue
Getting around New Haven near 275 Winchester Ave #227
Walking
8/10
No car? No problem. Everything you need is within a few blocks.
Driving
6/10
This area is close to freeways and has adequate parking options.
Transit
4/10
Frequent public transit options are within walking distance.
Points of interest for 275 Winchester Ave #227, New Haven
Groceries
8/10
At least one grocery store within a few minutes' walk
Shopping
5/10
Variety of shops within walking distance
Cafes
6/10
Some cafés within walking distance
Restaurants
7/10
Variety of restaurants within walking distance
Primary schools
8/10
At least one elementary school within a 10-minute walk
High schools
5/10
At least one high school within a 30-minute walk
Nightlife
4/10
Few or no bars within walking distance
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