Updated 42 Minutes Ago
Highlights
- Spacious apartment
- On-street parking
- Ample living space
Location
589 Winchester Ave #2, New Haven, CT 06511, USA|Prospect Hill
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Property Overview
A spacious apartment with ample living space and on-street parking, it stands out for strong value for money and especially high value per square foot compared with nearby options. The neighborhood offers walkable access, transit options, and a lively setting with diverse age groups, making it a good fit for an active social lifestyle.
This summary uses Zumper’s proprietary data. “Things you’ll love” and “Great for” are based on our internal analyses of market trends and renter insights.
Things you’ll love
More space- Less expensive
- Laundry available on site
Great for
Social life
Amenities for 589 Winchester Ave #2, Prospect Hill
Apartment Amenities
| Baseboard | Window Units |
Building
| Basement | Onsite Laundry |
Other
| Seven Rooms |
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
About 589 Winchester Ave #2
Sweet deal!
This listing is 23% below the median price for 4 bedroom apartments in Prospect Hill.
Property Status: Pending This spacious and well-maintained second-floor apartment offers comfortable living with plenty of room to make yourself at home. Featuring 4 bedrooms and 1 full bathroom, this apartment provides a generous layout with ample living space and natural light. Enjoy the convenience of on-street parking and a coin-operated laundry area located in the basement. There is 24hr audio/ video surveillance of property. Conveniently situated near local shops, restaurants, public transportation, and major roadways. Don't miss the opportunity to make this spacious apartment your new home. Come take your tour today! Office Phone: (888) 257-8265 Copyright © 2026 SmartMLS, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
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 589 Winchester Ave #2 compares to other nearby properties.
Positives
- More space
- The 4-bedroom is 2356 sqft larger than other listings nearby
- Less expensive
- The 4-bedrooms are cheaper than other similar listings nearby
- Laundry available on site
- Washers and dryers are available in-building
Considerations
- Distance from grocery stores
- The nearest grocery store is 4.6 miles away
- Greater distance from grade schools
- The nearest elementary school is farther than 0.3 miles away
- Greater distance from middle schools
- The nearest middle school is farther than 2.8 miles away
- Greater distance from high schools
- The nearest high school is farther than 0.7 miles away
Address details
| Neighborhood | Prospect Hill |
|---|---|
| Zip code | 06511 |
| Type | Apartment for rent |
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Rent trends in Prospect Hill
4-bedroom apartments at 589 Winchester Ave #2 cost about 23% less than the average rent price for 4-bedroom apartments in New Haven.
Median rents as of Oct 31 2026.
Prospect Hill
New Haven
| Month | Median Rent |
|---|---|
| November 2024 | $2,395 |
| December 2024 | $2,446 |
| January 2025 | $2,785 |
| February 2025 | $3,273 |
| March 2025 | $3,078 |
| April 2025 | $3,000 |
| May 2025 | $2,998 |
| June 2025 | $2,853 |
| July 2025 | $2,746 |
| August 2025 | $2,705 |
| September 2025 | $2,679 |
| October 2025 | $2,672 |
| November 2025 | $2,769 |
| December 2025 | $2,873 |
| January 2026 | $2,756 |
| February 2026 | $2,988 |
| March 2026 | $3,000 |
| April 2026 | $2,986 |
| May 2026 | $2,995 |
| June 2026 | $2,768 |
| July 2026 | $2,512 |
| August 2026 | $2,819 |
| September 2026 | $2,830 |
| October 2026 | $2,600 |
| Month | Median Rent |
|---|---|
| February 2026 | $3,000 |
| March 2026 | $3,000 |
| April 2026 | $3,000 |
| May 2026 | $3,000 |
| June 2026 | $3,000 |
| August 2026 | $3,000 |
| September 2026 | $3,000 |
| October 2026 | $3,000 |
Affordability calculator
Can I afford to live at 589 Winchester Ave #2?
Bedrooms
4+ bedroomsRent-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
$92,000/yr
With your selected rent-to-income ratio, you'd ideally want to make $92,000 annually to afford this 4-bedrooms monthly rent price of $2,300.
For more information on rent affordability, visit our rent calculator.
Schools near 589 Winchester Ave #2
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-
Neighborhood
Prospect Hill | New Haven, CT
Getting around New Haven near 589 Winchester Ave #2
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 589 Winchester Ave #2, New Haven
Groceries
9/10
Exceptional variety of groceries within a few minutes' walk
Shopping
7/10
Wide variety of shops within a short drive, including some within walking distance
Cafes
7/10
Wide variety of cafés within a short drive, including some within walking distance
Restaurants
8/10
Wide 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
7/10
Wide variety of bars within a short drive, including some within walking distance
Explore the area around 589 Winchester Ave #2
B & K Variety Store
597 Winchester Ave
Greg's Market
209 Shelton Ave
Taveras Groceries
383 Shelton Ave
Family Grocery LLC
192 Butler St
A to Z Grocery
738 Orchard St
Barfield's Well-Fit Tailoring
44 Arch St
Family Dollar
81 Whalley Ave
D A World
59 Whalley Ave
Kats Kidz Boutique
59 Whalley Ave
Whalley Sample Shop
61 Whalley Ave
Fussy Coffee
290 Winchester Ave
Poppy's Coffee & Kitchen
374 Whitney Ave
East Rock Coffee
49 Cottage St
Dunkin'
940 Dixwell Ave
Tropical Smoothie Cafe
15 Dixwell Ave
Devin's Lounge
424 Newhall St
Highwood Bar & Grill
903 Dixwell Ave
Archie Moores NH
188 Willow St
The Sitting Room
285 Nicoll St
Toad's Place
300 York St
Nica's Market
603 Orange St
Katalina's Bakery
74 Whitney Ave
MMM Pies & Gourmet Desserts
74 Whitney Ave
Naturegene Herb
75 Whitney Ave
State Fish Farm Market
892 State St
Playground
Garden
Garden
Playground
Garden
Taurus Cafe LLC
520 Winchester Ave
Frakas Sweet Morsels N More
70 Bassett St
The Kitchen at Elemar
2 Gibbs St
Paula's Science Park Cafe
150 Munson St
Pizza Plus Shelton Ave
328 Shelton Ave
Winchester Ave / Starr St
Winchester Ave
Winchester Ave / Starr St
Winchester Ave
Winchester Ave / Thompson St
Winchester Ave
Winchester Ave / Hazel St
Winchester Ave
Division St / Sheffield Ave
Winchester Ave
New Haven
Commuter Rail
New Haven
Northeast Regional
New Haven State Street
Amtrak Hartford Line, Valley Flyer
State Street Station
Hartford Line
New Haven-State St
New Haven Line
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