Top 5 Markets for Connecticut Real Estate Investors in 2024

Real Estate investors looking for cash flow and appreciation are flocking to Connecticut to build rental portfolios.  The Nutmeg State is a current favorite of real estate investors due to many factors including a strong and stable economy, a growing and highly education population with a healthy demand for housing!  Easy Street Capital is proud to be a leading provider of investment property loans for real estate investors looking to build rental portfolios in Connecticut!


Investment Property Loan Types for Connecticut Real Estate Investors


When it comes to real estate investing in Connecticut, there are a variety of markets and types of investment property loans to choose from.  Connecticut has plenty of older properties in need of renovators to restore them to rent-ready status. For investors adept at rehabbing older properties, hard money renovation loans are a perfect choice!  These investment property loans allow you to buy a property quickly and finance your rehab costs as well!  Once you are done, you can either “flip” the property for a quick return or pursue the BRRRR Strategy by renting it out and then refinancing into a long-term, low-rate DSCR loan!


EasyFix              EasyRent


Long-term DSCR Loans are also great for investing in turnkey rental properties.  Turnkey refers to properties that are already rent-ready for tenants and require no renovations.  Move-in ready homes are great for cash flow and price appreciation.  Connecticut also has a large supply of duplexes and triplexes which are great for cash flow.  Most DSCR Loans are fixed rate for thirty years, locking you into a fixed interest rate for the long-term. While, if historical patterns continue, rents and appreciation increase steadily each year.  Bottom line, debt costs stay the same while cash flow increases!


Connecticut: Landlord-Friendly State


In terms of regulation, Connecticut is considered a landlord-friendly state. Owners of rental properties, such as typical DSCR Loan borrowers, are secure investing in the state. Connecticut has well-defined laws and regulations that govern landlord-tenant relationships. These laws outline the rights and responsibilities of both parties, providing clarity and guidance in resolving disputes.


In addition, Connecticut has established a relatively efficient eviction process for landlords. The state’s laws provide clear guidelines and procedures for eviction cases. This allows property owners to take action in a timely manner when tenants violate lease terms or fail to pay rent. Connecticut also has regulations in place that require tenants to maintain the rental property in good condition. This includes responsibilities such as proper upkeep, cleanliness, and compliance with health and safety standards. Landlords can expect tenants to fulfill these obligations, reducing the likelihood of property damage.


Overall, Connecticut is a landlord-friendly state that offers many advantages for investors interested in rental properties. With its favorable rental market conditions, investors can feel secure with their investments.


Where To Invest In Real Estate In Connecticut


Connecticut is a popular market for real estate investors because despite it’s small size, it has diverse options.  There are varying markets that offer great potential for each type of real estate investor.  Hartford is the states fourth largest city and capital. Stamford is the second largest city in the state with a strong economy and job market.  New Haven is the third largest city and home to Yale University, one of the world’s top colleges.  Bridgeport is the state’s largest city and has undergone strong growth and redevelopment in the past decade. Finally, Norwich, with a historic downtown and beautiful harbor, is a hidden gem vacation rental market.





Hartford, Connecticut is the capital city of the state, with a population of over 124,000 people. The city boasts a diverse economy, with industries such as insurance, healthcare, and finance leading the way. Real estate investors can find lucrative investment opportunities in Hartford, with a median sales price for a single-family home of $285,000 as of December 2023, reflecting a 14% year-over-year growth, according to the latest data from Redfin. This indicates a promising market for long-term appreciation. With a growing population and a thriving job market, Hartford offers stability and potential for real estate investors.


In addition to long-term rental properties, Hartford presents an attractive market for short-term rental investors. The city is home to numerous cultural attractions, including the Wadsworth Atheneum Museum of Art and the Mark Twain House & Museum. These landmarks draw a significant number of visitors throughout the year, creating a consistent demand for short-term rental accommodations. Additionally, Hartford hosts several events and festivals, such as the Riverfest and the Hartford Jazz Festival, which further enhance the appeal for short-term rentals.


Overall, Hartford’s diverse economy, cultural attractions, and growing population make it an enticing market for real estate investors seeking both long-term and short-term rental properties. With a favorable investment environment and a range of attractions, Hartford offers potential for strong returns on real estate investments.





Stamford is the second largest city in Connecticut and located in Fairfield County.  A large city in its own right (population of 135,470), it can also be considered a suburb of New York City.  Located just 34 miles from the Big Apple, it can demand solid rents from renters that don’t mind community to the city.


With steady rental demand from commuters to the massive New York job market, it is a popular market for real estate investors.  However, Stamford also contains many big corporations with headquarters right in town!  These include big names such as, Vineyard Vines and Charter Communications.  In addition, the Royal Bank of Scotland’s North American headquarters are in the city.  With a robust economy providing many high-paying jobs, real estate investors can rely on solid rental demand with ability to charge high rents.


Stamford also offers a range of cultural attractions, including theaters, art galleries, and museums. The city is also known for its vibrant dining scene, shopping centers, and recreational opportunities along the Long Island Sound. These amenities contribute to the overall appeal of the area, making it an enticing destination for residents and visitors alike.


Stamford also has a favorable business environment (which includes real estate investors and landlords).  These include favorable tax incentives, landlord-friendly regulations and attracts businesses, which means more jobs and more renters.


Overall, Stamford’s strong economy, desirable location, diverse amenities, and potential for long-term growth make it an attractive choice for real estate investors seeking opportunities in the Connecticut market.



New Haven


New Haven is home to Yale University, an esteemed research institution with a student population of over 12,000. The city also houses other reputable educational institutions, including Southern Connecticut State University and Albertus Magnus College.


Known for its rich cultural heritage, New Haven offers a vibrant arts and cultural scene. It boasts numerous museums, art galleries, and theaters that attract residents and visitors alike. With a population of over 130,000, New Haven is a diverse and thriving city located along the coast of Connecticut.


Real estate investors specializing in student housing will find New Haven to be an ideal market. The presence of Yale University and other colleges creates a consistent demand for rental properties near the campuses. Investors who strategically select properties in close proximity to the universities can benefit from high occupancy rates and strong rental income.


Additionally, New Haven is an attractive destination for short-term rental investors. According to AirDNA, a top authority in providing data insights for STR investors, New Haven earned commendable rankings coming into 2024. Its exceptional market score underscores promising prospects, particularly in rental demand and revenue growth, as well as lucrative returns. AirDNA highlights New Haven’s vibrant culinary landscape, scenic parks, museums, and rich cultural offerings as key attractions, making it a compelling investment destination.


The city hosts various events throughout the year, such as the New Haven Festival of Arts and Ideas and the International Festival of Arts and Ideas. Its rich history and architectural landmarks, including the renowned Yale University campus, also draw tourists. These factors contribute to a thriving short-term rental market and the potential for higher rental yields.


Overall, New Haven’s prestigious universities, vibrant arts scene, and diverse population make it an attractive market for real estate investors seeking opportunities in student housing and short-term rentals.





Bridgeport, Connecticut is a growing city located along the coast, with a population of over 144,000 residents. Bridgeport has undergone revitalization efforts in recent years, with investments in infrastructure, commercial developments, and community improvements. These initiatives contribute to the city’s growth potential and can lead to increased property values. The city’s economy is diverse, with industries such as healthcare, education, and technology playing significant roles. Bridgeport is also the largest city in the state, always in indication of a strong market for real estate.


Bridgeport offers numerous cultural attractions, including the Klein Memorial Auditorium and the Barnum Museum. Real estate investors in Bridgeport can benefit from the city’s stable rental market. According to the Zillow Observed Rent Index in February 2024, the average market rent in Bridgeport is $1,850 per month. This represents a $50 increase in just a month, and $50 year-over-year!  Growth in rents reflects the tremendous demand for housing in the rejuvenated city.  Real estate investors in Bridgeport, especially in duplexes, triplexes and small multifamily properties are reaping the rewards!


The city hosts several events throughout the year, such as the Gathering of the Vibes Music Festival and the Bridgeport Arts Fest. These events bring in visitors and provide excellent opportunities for short-term rental income. With its growing population, diverse economy, and steady rental market, Bridgeport offers promising prospects for real estate investors seeking high cash flow and steady returns.





Norwich, Connecticut, located in the eastern part of the state, offers a charming city known for its rich history and scenic beauty. The downtown area is alive with a thriving arts and cultural scene, featuring museums, galleries, and theaters. Outdoor enthusiasts are drawn to Norwich’s proximity to natural wonders, such as hiking trails and recreational areas.


The unique blend of culture, natural attractions, and outdoor activities make Norwich an appealing destination for short-term rental investors. Visitors from nearby cities and beyond come for weekend getaways and longer vacations, ensuring consistent rental demand throughout the year. Additionally, the city hosts various events and festivals, such as the Norwich Arts Festival, which attract even more visitors and generate potential rental income.


Awning, a premier data provider for short-term rental investors, has ranked Norwich as a top destination for lucrative returns on investment (ROI). In their latest 2024 rankings, Norwich boasts an impressive 19% increase in ROI over the past year. This remarkable growth underscores Norwich’s potential as a highly lucrative market for investors seeking rewarding opportunities in the short-term rental sector. In addition, they highlight its proximity to popular tourist donations including the Foxwoods Resort Casino and Mystic Seaport. With strong metrics (58% occupancy, $132 ADR) paired with very affordable prices (average $120,000), Norwich looks like a solid vacation rental market.


Overall, Norwich , with its historical charm, natural beauty, and year-round rental demand, presents an enticing opportunity for real estate investors interested in short-term rentals.


Ready to Get Started?


Ready to invest in real estate in Connecticut?  Easy Street Capital is top lender for investment property loans in Connecticut, both hard money rehabs and long-term rental properties.


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About the Author

Reed Morley