Thinking of Selling Your Rental Property

Need to sell a house that needs minor repairs, substantial renovation, or a major infrastructure upgrade? I can help you understand what you’re dealing with, explore your options, and determine the best path forward. Reach out now to discuss your situation. No fees. No obligation.

Talk your situation through with a trusted, local expert

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Tired of being a landlord? Understand your options

If you are tired of being a landlord, it’s normal to start weighing whether to keep or sell your property. Over the years, I’ve worked with dozens of Massachusetts landlords facing all kinds of difficult situations, helping them understand their options so they can make an informed decision.

Some of them are exhausted from dealing with vacancies, low rents, constant repairs, and frequent tenant demands. Others had good tenants, low mortgage rates, and even a decent cash flow, but were simply ready to move on from being landlords.

Each situation is different, so I always take the time to listen and give them honest opinions about their rental property so they can decide the best path forward.

Some real landlord situations I’ve helped solve

Properties with deferred maintenance and permit issues

I have helped several homeowners who want to sell multifamily buildings with years of deferred maintenance and permit issues. For many of them, I had to work with local boards of health and fire departments to obtain the required sign-offs, as some had issues related to life safety and health. 

For others, I coordinated repairs by working with contractors, inspectors, and tenants, essentially taking the burden off the homeowners and making the process hands-off while still helping accomplish their goals.

Empty bedroom in a Worcester fixer-upper home featuring old carpeting, stained walls, and a mattress
Basement utility area showing complex plumbing pipes, water heater, and heating system needing repairs
Empty bedroom in a Massachusetts house showing severe water damage and stains on the wooden floor
Rear exterior view of a Greater Boston rental property featuring a large wooden deck and backyard
Side view of a home undergoing construction with new framing and green sheathing additions
Second-floor hallway in a Massachusetts house with cracked pink plaster walls and hardwood floors
Exterior view of an Oxford rental house featuring weathered wood shingle siding and windows needing updates

Multifamily buildings with illegal apartments

I have purchased multifamily buildings containing apartments that local municipalities considered “illegal” because they were not recognized in assessment records. My background in permitting, life-safety systems, construction, and local building practices allows me to help homeowners in this situation understand what they are dealing with and explore their options.  

For many of the cases, we’re able to get the required approval for the buildings. For others, we couldn’t. Each situation is different, and I’m always able to offer homeowners practical solutions for even the most difficult circumstances. 

How I help tired landlords in Massachusetts

I work with landlords across Worcester County, MetroWest, and Greater Boston who are tired of the stress and headaches that come from managing their rental properties. Many contact me simply to get a realistic opinion of their property before deciding whether they even want to sell. 

I listen to them to understand their situation and walk them through all their options so they can make a decision that best fits their financial goals, lifestyle, and long-term plan. When landlords reach out for help, I don’t pressure them to sell their property. My approach is to first guide them in deciding whether to keep or sell their house.

If, after considering your situation, I believe keeping the property is the better option, I’ll tell you honestly and explain the steps you can take to make ownership more manageable. If selling is the more practical option, I would explain why and let you know what the process looks like.

Get in touch with me today to find out how I can help. I offer a free, no-obligation consultation. I’d be glad to give you an honest opinion about your property and situation so you can make an informed decision.

Why Landlords Across Massachusetts work with me

Here are some reasons Massachusetts landlords trust me to help them navigate their property situations:

Highly experienced

I’ve worked with a wide array of landlords in different types of situations, including those frustrated by difficult tenants, constant costly repairs, missed rent, code issues, and permitting challenges. I’ve also helped many landlords navigate difficult sales involving occupied properties and inherited multifamily houses with family members living rent-free in them. 

Confidential process 

If you have tenants in place, I can work discreetly with you, provide real feedback, and make you a fair, no-obligation offer before your tenants ever know you’re considering a sale. That way, you can take the time to evaluate your options privately and without any additional stress from your tenants.

Practical, straightforward solutions

I’m always genuinely happy to help you find realistic solutions to your difficult situation. When you contact me, I can talk you through all your options and leave you to decide what’s best for you. If you decide to sell to me, I’d be glad to assess your property and provide a no-obligation offer within 48 hours.

Decades of construction expertise

One advantage of working with me is my background in permitting, life-safety systems, construction, and local building practices. I’m able to evaluate and purchase properties with years of deferred maintenance, even those needing repairs that may scare away other buyers.

Common options Massachusetts landlords in difficult situation consider

One thing I’ve learned over the years is that many landlords don’t realize they have more options than they think. Here are some common options tired landlords consider and why they often reach out to me when in difficult situations. 

Hire a property manager

An option some landlords consider when they’re tired of managing their rental property is hiring a property manager. They can handle tenants requests, repairs, rent collection, and other landlord tasks. However, this comes at an additional cost, as most property managers charge either a flat monthly fee or a percentage of the rental income.

I’ve also seen cases where hiring a property manager didn’t completely eliminate the landlord’s stress. Many landlords later reach out to me about selling when they realize they still have to approve major repairs and deal with other unexpected issues, even after hiring a property manager.

List the property with an agent

If you’ve decided you’re ready to sell, one option is to work with a real estate agent. An agent can help you list your property, market it to a wide pool of buyers, and negotiate offers. However, if your property needs repairs or updates, you may need to complete them before listing to attract more buyers.

Beside that, many traditional buyers in Massachusetts purchase homes using a mortgage. So if your property has years of deferred maintenance, it can make it difficult for them to get lending approval. I’ve also seen situations where buyers require landlords to make repairs or reduce the purchase price before closing. 

Another common challenge with selling occupied rental property is tenants becoming fearful and uncooperative once they learn about the sale. Some can start restricting access, making it difficult to schedule showings, inspections, or contractor visits. 

To avoid these challenges, some landlords choose to sell their property vacant. However, this means waiting until the lease expires or losing rental income for months, while continuing to pay expenses such as mortgage, utilities, maintenance, and property taxes. 

If your property is occupied or has years of deferred maintenance, it may be worth exploring all of your options before committing to the traditional listing process. For landlords who come to me, I can evaluate their property as-is and provide a free, no-obligation offer. That way, you can compare your options and decide which one makes the most sense for your situation.

Sell directly to a home buyer

Another option many tired landlords in Massachusetts consider is selling their rental property directly to a home buyer. These local operators buy property as-is, eliminating the need for expensive repairs, major updates and multiple showings. They can also make an offer for a property and close within 7 to 14 days. 

Many landlords also choose this approach because of the certainty it offers. Direct buyers usually don’t rely on lender or insurance approvals to buy a house. So no worries about them backing out of transactions due to financing issues. 

The local operators are also often more experienced than traditional buyers, especially when it comes to buying properties in complicated situations. They can evaluate and make offers for houses requiring major repairs that could scare away traditional buyers. 

Like other options, selling with a local home buyer has some downsides. Some buyers pressure homeowners into selling their property. Some buyers also don’t have the financial ability to buy directly, creating unnecessary delays and frustration for landlords. 

If you’re selling your rental property to a cash home buyer, it’s critical to choose a reliable, experienced buyer who will offer you a fair price and follow through on their promises. 

Not sure which option is best for your situation? Let’s talk. I’ll help you understand your choices and give you an honest opinion about your property before your tenants even know you’re considering selling.

Other situations I help homeowners solve

  • Inherited property
  • Foreclosure
  • Relocation
  • Major repairs needed
  • Divorce
  • Vacant Homes
  • Damaged houses
  • Financial difficulties
Large multi-story inherited family home on Einhorn Road in Worcester MA during winter.

Communities we serve

We work with tired landlords in communities across Worcester County, MetroWest, and Greater Boston. 

What Massachusetts landlords say about me

Seamless home selling process

Thanks to the team at The Pro Home Buyer, selling my house was a seamless process. As a widow with substantial medical bills and a home requiring deferred maintenance, they simplified the entire process. I received cash, closed on my timeline, and was able to leave behind many unwanted possessions. I am grateful for their compassion and efficiency—highly recommend!”

– MARY S,

Worcester, MA

“The Pro Home Buyer” Came To My Rescue!

Living out of state and inheriting a property was daunting, but The Pro Home Buyer came to the rescue! I found them online, and they handled everything so well in a remarkably short time. Despite the distance, their efficiency and professionalism made the entire process smooth. I am highly impressed and grateful for their excellent service!

– Lauren Shaun

Boylston

Some rental properties I bought recently

Rear exterior view of a Greater Boston rental property featuring a large wooden deck and backyard
Side view of a home undergoing construction with new framing and green sheathing additions
Cluttered kitchen and dining area inside a Killdeer Island home with packed boxes and furniture
Exterior view of a small single-story rental property in Greater Boston with a patio and outdoor seating
Exterior view of a home showing unpermitted construction work and open foundation footings
Exterior view of an Oxford rental house featuring weathered wood shingle siding and windows needing updates

Let’s talk through your situation

If you have any questions or need help deciding what to do with your rental property, reach out now to discuss your situation. I’d be glad to help.

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Frequently asked questions

Can I sell my Massachusetts rental property with tenants in it?

Yes, you can sell your rental property with tenants in it. However, if you plan to sell the traditional way, having tenants in place can make it more difficult. Some tenants become fearful and uncooperative once they learn about the sale.

If your tenants are uncooperative or you want to keep the sale private, you can sell your rental property to a home buyer. I can evaluate your property and provide a fair, no-obligation offer without your tenant knowing about the sale.

What’s the best way to sell my rental property in Massachusetts?

There is no single, best approach to selling a rental house. The most practical options would depend on your unique situation. For most landlords, the common option is to either list their property on the market or sell to a cash home buyer.

If unsure of what’s best for you, I can help you understand your options and figure out the best path forward. That includes talking you through the benefits, downsides, and the process of each option.

Do I need to make repairs before selling my rental house?

No, you can sell your property as-is and avoid the cost and stress that come with preparing it for a sale. I have purchased different types of multifamily homes with years of deferred maintenance.

I’m a tired landlord. How can you help?

If managing your rental property has become stressful, you don’t have to figure out your next step alone. I’m happy to listen and talk you through your situation, help you understand your options, and explain the pros, cons, and process of each path. My goal is to help you make the decision that works best for you.