
Cheap Homes for Rent in Westport, CT from $2,195 (11 Rentals)
Search the lowest-cost Homes available for rent right now in Westport.


37 Richmondville Ave, Unit 1

1 Carlson Ct, Unit 1A

1Newtown Turnpike, Unit Studio

1835 Post Rd E
Local Expert's Guide to the Top Affordable Neighborhoods for Renting in Bridgeport, CT
Learn about Bridgeport and the best neighorhoods to rent with original content written by our Local Expert M. April Tome

106 Spoonwood Rd

18 Saint John St, Unit 18 Saint John Street

80 County St

60 Wolfpit Ave

8 Rome St
Rent According to Income: A Look at Income-Restricted Rentals
Find income-restricted rentals and housing subsidies. Explore government programs designed to help low-income families secure stable, affordable housing.

60 Wolfpit Ave
Westport, CT Local Guide

How much does it cost to rent a home in Westport?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Westport 2 Bedroom Homes for Rent | $6,393 | $2,800 | $10,000+ |
| Westport 3 Bedroom Homes for Rent | $6,759 | $3,400 | $10,000+ |
| Westport 4 Bedroom Homes for Rent | $10,633 | $4,100 | $10,000+ |
| Westport 5 Bedroom Homes for Rent | $20,164 | $9,500 | $10,000+ |
| Westport 6 Bedroom Homes for Rent | $17,000 | $10,000 | $10,000+ |
| Westport 7 Bedroom Homes for Rent | $20,000 | $10,000 | $10,000+ |
Browse Top Homes for Rent in Westport
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Westport, CT Local Guide
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Best Value Homes for Rent in Westport, CT
As of September 22, 2026 the best value rental home in the Westport area is the $3.79 price per square foot 2 Bluewater Hill S Model at 2 Bluewater Hill S in the Myrtle Avenue Historic District neighborhood starting from $17,000. The second greatest value Westport rental home is the 28 Surf Rd Model at 28 Surf Rd in the Woodward neighborhood starting at $9,800 with a $2.96 price per square foot. Here is today’s list of the best values for Westport homes based on price per square foot:
| Home Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| 2 Bluewater Hill S | 2 Bluewater Hill S | 6BR, 6BA | $3.79 |
| 28 Surf Rd | 28 Surf Rd | 5BR, 4BA | $2.96 |
| 111 Mill Hill Rd | 111 Mill Hill Rd | 3BR, 2BA | $2.60 |
| 60 Wolfpit Ave | 60 Wolfpit Ave | 2BR, 1.5BA | $2.06 |
| 60 Wolfpit Ave | 60 Wolfpit Ave | 2BR, 2BA | $1.94 |
| 12 Roosevelt Rd | 12 Roosevelt Rd | 2BR, 2BA | $6.42 |
| 25 Oakview Cir | 25 Oakview Cir | 2BR, 2BA | $3.85 |
| 49 Seaview Ave | 49 Seaview Ave | 1BR, 1BA | $5.48 |
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.
Read ArticleNavigating the Rental Market: Tips for First-Time Renters
Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.
Read ArticleReal Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University
From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.
Read ArticleQuick Rent Budget Calculator
How much rent can you afford?
The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.
Best Local Schools in Westport, CT
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Remember the 3 Rules of Real Estate:Location, Location, Location!
Explore Westport, CT Rentals by Map
See the most popular apartments and homes in Westport, CT
Frequently Asked Questions about Westport
What type of rentals are currently available in Westport?
There are currently 83 Apartments for Rent in Westport, CT with pricing that ranges from $1,500 to $8,978. There are also 92 Single Family Homes for rent, Condos, and Townhome rentals currently available in Westport ranging from $2,195 to $50,000.
What is the current price range for Rental Homes in Westport?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Westport ranges from $2,195 to $50,000 with an average monthly rent of $9,822.
How much are larger Three and Four Bedroom Rentals in Westport?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Westport range from $4,055 to $8,978, while Three Bedroom Homes, Condos, and Townhomes for rent range from $3,400 to $16,500. Four Bedroom Single-Family rentals are also available starting from $4,100 and Four Bedroom Apartments start at $3,700.
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

Local Expert's Guide to the Top Affordable Neighborhoods for Renting in Bridgeport, CT
Written by: M. April Tome
I'm April, your ApartmentHomeLiving.com Local Expert for Bridgeport, CT. I have lived in Fairfield County for over thirty years. I decided to downsize and move to a city with more amenities and affordable rental options.

Rent According to Income: A Look at Income-Restricted Rentals
Written by: Robin Stewart
The idea of affordable housing can be subjective. Every individual is in a different place financially and vocationally. What one may easily afford could be a struggle for someone else.

How Commercial-to-Residential Property Conversions Help the Housing Crisis
Written by: Robin Stewart
Many housing markets throughout America share a common complaint: a lack of affordable rental properties.

Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My!
Written by: Robin Stewart
Where do you see yourself? When you think of home, sweet home, are you in a 3/2 apartment? Dreaming of a tall townhome? Maybe an industrial loft heavy on cool vibes is on your visioning board.