Cheap Homes for Rent in Downtown Harbor Post Road South Neighborhood of Milford, CT from $2,000 (4 Rentals)

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Search the lowest-cost Homes available for rent right now in the Downtown Harbor Post Road South area of Milford.

property at 255 Cherry St

255 Cherry St

MilfordCT06460
property at 99 Cherry St

99 Cherry St

MilfordCT06460
property at 32 Seaside Ave

32 Seaside Ave

MilfordCT06460

Downtown Harbor Post Road South, Milford, CT Local Guide

Best Value Apartments for Rent in Downtown Harbor Post Road South, CT

As of November 13, 2025 the best value apartment in the Downtown Harbor Post Road South area is the $2.24 price per square foot 2-Bed/2-Bath Model at Spinnaker Crest in the in the Woodmont neighborhood starting from $2,856. The second greatest value Downtown Harbor Post Road South apartment is the Two Bedroom/2 Bathroom Model at Boston Post Apartments starting at $2,550 with a $2.17 price per square foot in the Woodmont neighborhood. Here is today’s list of the best values for Downtown Harbor Post Road South apartments based on price per square foot:

Apartment ListingModel NameBed/BathPrice Per Sq.Ft.
Spinnaker Crest2-Bed/2-Bath2BR,2BA$2.24
Boston Post ApartmentsTwo Bedroom/2 Bathroom2BR,2BA$2.17
Spinnaker Wharf2 Bedroom, 2 Bath2BR,2BA$3.07
Green ApartmentsStandard1BR,1BA$2.78
Chase ApartmentsStandard1BR,1BA$2.73
Spinnaker Square2-Bed/1-Bath2BR,2BA$3.07
Spinnaker Brook1-Bed, 1-Bath1BR,1BA$2.95
Robert Treat - All Utilities Included1 Bedroom1BR,1BA$3.16
Star Deluxe MilfordStudioStudio ,1BA$3.47
Metro Star - Metro 121EfficiencyStudio ,1BA$3.87

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Pet Friendly Lifestyle
Downtown Harbor Post Road South, Milford, CT

Ranked #5

Among cities in Connecticut for Apartment listings with Pet Friendly Amenities.

Pet Friendliness Lifestyle Score

4.0
Pet Friendly

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Frequently Asked Questions about Downtown Harbor Post Road South

What type of rentals are currently available in Downtown Harbor Post Road South?

There are currently 34 Apartments for Rent in Downtown Harbor Post Road South, CT with pricing that ranges from $1,600 to $9,648. There are also 9 Single Family Homes for rent, Condos, and Townhome rentals currently available in Downtown Harbor Post Road South ranging from $2,000 to $7,500.

What is the current price range for Rental Homes in Downtown Harbor Post Road South?

Today's rental pricing for Homes for Rent, Condos and Townhomes in Downtown Harbor Post Road South ranges from $2,000 to $7,500 with an average monthly rent of $4,250.

Expert Rental Resources

Helpful Apartment Articles, How-To's and Tips

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.

decorative image for Local Experts Guide to the Top Affordable Neighborhoods for Renting in Bridgeport, CT   article

Local Experts 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.

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Apartment Common Area Rules: What Renters Need to Know

Written by: Christine Leonard, Esq.

Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.

decorative image for How to Negotiate Your Apartment Lease and Save Money article

How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate! 

decorative image for The Rental Move-In Inspection Checklist: A Guide for Renters article

The Rental Move-In Inspection Checklist: A Guide for Renters

Written by: Trey Huguley

The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.