Zumper
modified
5+ Days Ago

Highlights

  • Convenient location
  • Gleaming hardwood floors
  • Updated kitchen
  • High ceilings

Location

22 Upson Ave, Winsted, CT 06098, USA

Tour 22 Upson Ave

Contact

Kelly Sullivan

Sullivan Real Estate, Inc.

(844) 334-2712 ext. 4932

Amenities for 22 Upson Ave

Apartment Amenities

FireplaceHardwood Floor
High CeilingsNatural Gas

Building

BasementSteam

Other

Architecture Style: ColonialNone (Cooling)
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
Advertisement

About 22 Upson Ave

Home 22 Upson Ave, Winsted, CT 06098, USA

Property Status: Active Beautiful First-Floor Apartment with Classic Charm and Modern Updates! This spacious first-floor apartment features gleaming hardwood floors, fresh paint, and an updated kitchen. Enjoy the high ceilings and beautiful woodwork that add character and warmth throughout. Conveniently located close to downtown, offering easy access to shopping, dining, and commuting routes. Office Phone: (860) 738-1902 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.


Source: SmartMLS, Inc.|MLS Listing No. 24139617

Go to property website

22 Upson Ave is great for:

Social life

  • 38 restaurants within 1 mile of this property
  • Areas nearby are accessible by walking
  • 10 theaters, music venues, or sports arenas nearby
  • 13 museums, art galleries, or cultural centers within 1 mile

Address details

Zip code06098
TypeApartment for rent

Get the latest listings anytime, anywhere

Receive similar listings in the area, download our app, and more.
Email*
By clicking submit, I accept Zumper's Terms and Conditions, Privacy Policy, and Community Values.

Rent trends in Winsted

2-bedroom apartments at 22 Upson Ave cost about 18% more than the average rent price for 2-bedroom apartments in Winsted.

Median rents as of Jan 17 2026.
Winsted
A table of 2-bedroom apartment rental data trends in Winsted
MonthMedian Rent
February 2024$1,200
March 2024$1,175
April 2024$1,159
May 2024$1,100
June 2024$1,087
July 2024$1,203
August 2024$1,323
September 2024$1,320
October 2024$1,377
November 2024$1,308
December 2024$1,377
January 2025$1,175
February 2025$1,106
March 2025$1,330
April 2025$1,450
May 2025$1,450
June 2025$1,450
July 2025$1,450
August 2025$1,450
September 2025$1,435
October 2025$1,423
November 2025$1,370
December 2025$1,365
January 2026$1,391

Affordability calculator

Can I afford to live at 22 Upson Ave?

Bedrooms

2 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

$60,000/yr

With your selected rent-to-income ratio, you'd ideally want to make $60,000 annually to afford this 2-bedrooms monthly rent price of $1,500.
For more information on rent affordability, visit our rent calculator.

Schools near 22 Upson Ave

Pearson School

2 wetmore ave

winsted, CT, 6098

3-6Public
B
Powered byniche.com
Advertisement

Internet available near 22 Upson Ave

Neighborhood

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

Getting around Winsted near 22 Upson Ave

Walking

4/10
Fewer daily needs are within walking distance (unless you’re up for a challenge).

Driving

10/10
Commuting is easy with multiple accessible routes and plenty of parking.

Cycling

2/10
Heads up, bike lanes and cyclist-friendly streets aren’t common.

Transit

0/10
FYI, there are little to no public transit options within walking distance.

Points of interest for 22 Upson Ave, Winsted

Groceries

8/10
At least one supermarket within a 10-minute walk

Shopping

3/10
Some shops within walking distance

Cafes

5/10
Some cafés within a few minutes’ walk

Restaurants

4/10
Some restaurants within a few minutes’ walk

Primary schools

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

High schools

4/10
At least one high school within a 30-minute walk

Nightlife

3/10
Some bars within walking distance

Compare similar properties nearby

featured image of 415 Litchfield St

415 Litchfield St

2 Beds

$1,500

The price shown reflects a 12-month lease. Fees may apply.
dishwasher
Yes
in-unit laundry
Yes
garage parking
Yes
featured image of Horne Ave

Horne Ave

2 Beds

$1,495

The price shown reflects a 12-month lease. Fees may apply.
dishwasher
No
in-unit laundry
No
garage parking
No
featured image of 417 417 - 441 Winthrop Street

417 417 - 441 Winthrop Street

2 Beds

$1,300

The price shown reflects a 12-month lease. Fees may apply.
dishwasher
No
in-unit laundry
No
garage parking
No
featured image of 171 Albert St #2ndFL

171 Albert St #2ndFL

3 Beds

$1,700

The price shown reflects a 12-month lease. Fees may apply.
dishwasher
Yes
in-unit laundry
Yes
garage parking
Yes
featured image of 270 High St #A2

270 High St #A2

2 Beds

$1,395

The price shown reflects a 12-month lease. Fees may apply.
dishwasher
No
in-unit laundry
No
garage parking
No
featured image of 292 Brightwood Ave

292 Brightwood Ave

3 Beds

$1,800

The price shown reflects a 12-month lease. Fees may apply.
dishwasher
Yes
in-unit laundry
Yes
garage parking
Yes
featured image of 11-13 Meeting House Rd

11-13 Meeting House Rd

2 Beds

$1,475

The price shown reflects a 12-month lease. Fees may apply.
dishwasher
No
in-unit laundry
No
garage parking
No
featured image of 58/60 Main Street

58/60 Main Street

1 Bed

$1,075

The price shown reflects a 12-month lease and includes base rent plus all required monthly fees provided by the property.
dishwasher
No
in-unit laundry
No
garage parking
No
featured image of 415 Litchfield St

415 Litchfield St

2 Beds

$1,500

The price shown reflects a 12-month lease. Fees may apply.
dishwasher
Yes
in-unit laundry
Yes
garage parking
Yes
featured image of Horne Ave

Horne Ave

2 Beds

$1,495

The price shown reflects a 12-month lease. Fees may apply.
dishwasher
No
in-unit laundry
No
garage parking
No
featured image of 417 417 - 441 Winthrop Street

417 417 - 441 Winthrop Street

2 Beds

$1,300

The price shown reflects a 12-month lease. Fees may apply.
dishwasher
No
in-unit laundry
No
garage parking
No
featured image of 171 Albert St #2ndFL

171 Albert St #2ndFL

3 Beds

$1,700

The price shown reflects a 12-month lease. Fees may apply.
dishwasher
Yes
in-unit laundry
Yes
garage parking
Yes
featured image of 270 High St #A2

270 High St #A2

2 Beds

$1,395

The price shown reflects a 12-month lease. Fees may apply.
dishwasher
No
in-unit laundry
No
garage parking
No
featured image of 292 Brightwood Ave

292 Brightwood Ave

3 Beds

$1,800

The price shown reflects a 12-month lease. Fees may apply.
dishwasher
Yes
in-unit laundry
Yes
garage parking
Yes
featured image of 11-13 Meeting House Rd

11-13 Meeting House Rd

2 Beds

$1,475

The price shown reflects a 12-month lease. Fees may apply.
dishwasher
No
in-unit laundry
No
garage parking
No
featured image of 58/60 Main Street

58/60 Main Street

1 Bed

$1,075

The price shown reflects a 12-month lease and includes base rent plus all required monthly fees provided by the property.
dishwasher
No
in-unit laundry
No
garage parking
No

Check availability

Full name*
Move-in date
By sending this inquiry, I accept Zumper's Terms and Conditions, Privacy Policy, and Community Values. By providing my phone number, I consent (not a condition of purchase) to be called and texted by 22 Upson Ave, Winsted, CT 06098, USA.