Ashley Chaia

Ashley Chaia

REALTOR® at Oxford Realty PLLC
CT: RES0822682
  •   5   (3 reviews)

About Ashley

Ashley Chaia is a Commercial Investment Advisor with Oxford Realty⁠, specializing in multifamily and commercial investment properties. Known for her disciplined data driven approach, Ashley advises investors and owners on acquisition, disposition, and value creation strategies across a broad range of asset classes. With extensive experience sourcing and executing off-market transactions, Ashley combines market intelligence, financial analysis, and strategic underwriting to uncover opportunities that align with her clients’ investment objectives. Her expertise includes multifamily investments, commercial assets, 1031 exchange transactions, value-add repositioning strategies, tenant and lease analysis, and site level due diligence. A designated Crexi Platinum Broker, Ashley is recognized for her ability to evaluate complex investment opportunities, structure transactions effectively, and deliver actionable insights that help clients maximize returns while mitigating risk. Her analytical mindset, attention to detail, and commitment to achieving client objectives have earned her a reputation as a trusted advisor. Beyond her professional accomplishments, Ashley holds dual Bachelor’s degrees in Criminology and Psychology from Coker University. She is actively involved in the community and proudly volunteers with Make-A-Wish Foundation and Hartford Camp Courant, reflecting her commitment to creating a meaningful impact both within and beyond the real estate industry.

Ashley's reviews

  5  
Ashley has 3 reviewsacross 3 different locations, showing 3.
Review Ashley
12 months ago
Ashley knows multifamily inside and out.

Ashley Chaia did a fantastic job handling the sale of my multifamily property located at 100 Saybrook. Ashley had her hands full as one of the tenants was put in a conservatorship and we had to deal with probate court. Despite all of this she was still able to get me an above ask offer. I recommend Ashley Chaia for anyone looking to buy or sell multifamily properties anywhere in Connecticut. She is very knowledgeable, professional, and definitely takes pride in her work.

about 1 year ago
Solid professional

I worked with Ashley to get a property ready for sale, and then list it. I can’t say enough good about her professionalism, response times, access to other professionals, positive attitude, and overall just being great to work with. She sold my home in New Britain and I live out of state. Seamless. Top notch. I highly recommend working with her. Thank you

almost 2 years ago
A breath of fresh air

I reached out to Ashley as I noticed she was in my FB group for help in selling a nightmare of a property. This was a 6 unit building in one of the worst neighborhoods of Hartford. To add fuel to the fire, I had one of the worst property managers stealing from and costing me thousands of dollars in lost revenue. Bad tenants, empty apartments sitting for months on end, forcing me to pay the mortgage out of my own pocket. Ashley gave me hope and reassured me everything would work out fine. After a grueling 5 months, the building finally got sold with Ashley's help, despite the property manager being uncooperative and ignoring my attorney's emails. Ashley's professionalism gave me the confidence to move forward. She was always there for me and made a huge effort in helping out whenever she could, even going in person to the building on my behalf because I was unable to do so given the long distance I live. I highly recommend Ashley. She has an expertise that will give you hope in the most dire of situations. If a building like mine in one of the worst neighborhoods in the city can be sold successfully by Ashley, she can sell anything!

Ashley's properties

Ashley has 3 properties for sale and sold 1 property in the last 12 months, showing 4, sorted by most recent activity

For Sale
$450,000
183 Broad Street
New Britain CT 06053
10
5
Multi-Family
Listing courtesy of Oxford Realty PLLC
SoldNov 21, 2025
$565,000
106 Birch Street
Manchester CT 06040
7
7
Multi-Family
Listing courtesy of Oxford Realty PLLC and Salzillo Realty Company
For Sale
$900,000
1/275 Broad Street
Meriden CT 06450
12
6
12
Multi-Family
Listing courtesy of Premier R.E. Investment Group
For Sale
$425,000
31 Golway Street
Manchester CT 06042
8
4
Duplex
Listing courtesy of Premier R.E. Investment Group
Show all 4 properties
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