Simplify rental ownership in Chestnut Hill with Round Room Property Management. We handle everything from tenants to maintenance—so you don’t have to. Contact us today!
At Round Room Property Management, we deliver comprehensive and dependable property management services in Chestnut Hill, tailored to meet the needs of homeowners, landlords, and real estate investors. Whether you own a single-family residence, condo, or multi-unit property, our expert team handles every aspect of management—from tenant placement and rent collection to maintenance coordination and detailed financial reporting. Our goal is to maximize your investment while providing a seamless experience for both owners and tenants.
With deep roots in the Chestnut Hill rental market, Round Room Property Management understands the unique demands of the area. We provide customized management solutions to help you increase rental income, reduce vacancies, and protect your property's long-term value. Our proactive maintenance, strong legal compliance, and focus on tenant satisfaction ensure that your property is not only well-maintained but also positioned for long-term success. Whether you're a local or out-of-state owner, you can trust us to manage your property with care and professionalism.
With Round Room Property Management in Chestnut Hill, you get hassle-free property management, from tenant screening and rent collection to maintenance and legal compliance. Our local expertise and 24/7 support ensure minimal vacancies, maximum rental income, and well-maintained properties, giving you peace of mind while we handle the rest.
At Round Room Property Management, we handle every aspect of property management in Chestnut Hill, including tenant screening, rent collection, maintenance, and legal compliance. Our goal is to maximize your rental income, minimize vacancies, and keep your property in top condition, so you can enjoy a stress-free investment experience.
We handle all your accounting as well as records for your property repairs. We supply your financial reporting documents with one easy report to simplify your tax filing. Our easy to use portal is always available to review your account 24/7.
We maximize your maintenance dollars by triaging service calls, guiding tenants on simple fixes, and using licensed, insured contractors for the best pricing. Our proactive maintenance program keeps your property performing at its best.
We market your property through the MLS and all major web portals. We take calls; show your property to perspective tenants and accurately screen your tenants prior to the preparation of the Lease.
Tenant relations is one of our strengths, we use proprietary software to softly touch your tenants with maintenance reminders, important seasonal reminders as well as tips to keep your property in optimal condition. We also handle all the coordination for repairs and property showings.
As a licensed real estate broker you can be assured we will properly execute the Lease documents associated with you account. We comply with state and local regulations and perform all the necessary inspections and addendum's.
As you manager we will enforce the Lease, collect the rent and tackle any challenges to payments or maintenance of your property. In the unlikely event of an eviction, we process the eviction through the courts.
Discover the communities in the Greater Boston area that Round Room Property Management proudly serves with our top-notch property management services. We specialize in managing properties with care, efficiency, and a focus on enhancing their value and maximizing your rental income in vibrant neighborhoods and peaceful suburban areas, including Arlington, Belmont, Brookline, Cambridge, Dedham, Lexington, Newton, Quincy, Somerville, Waltham, Watertown, Wellesley, and Westwood. Explore our extensive service area and see how our local expertise can meet your unique property management needs in these Massachusetts communities.
Chestnut Hill is one of Greater Boston’s most prestigious and sought-after neighborhoods, known for its picturesque charm, tree-lined streets, and luxurious homes. Located just a few miles west of downtown Boston, this upscale community spans across parts of Boston, Brookline, and Newton, offering residents the perfect blend of suburban serenity and urban convenience. With its rich history and well-preserved architecture, Chestnut Hill exudes classic New England character.
The area is home to top-rated public and private schools, making it especially appealing to families. Residents also enjoy easy access to world-class educational institutions like Boston College, located right in the heart of Chestnut Hill. Its proximity to downtown Boston via major highways and the Green Line makes commuting a breeze for professionals, while the neighborhood's quiet ambiance appeals to retirees and those seeking a peaceful lifestyle.
Shopping and dining options abound, anchored by the popular Chestnut Hill Mall and The Street Chestnut Hill, a vibrant outdoor retail center with high-end boutiques, restaurants, and wellness studios. The neighborhood also offers ample green space, with the <b.Chestnut Hill Reservoir, Hammond Pond Reservation, and scenic walking trails providing opportunities for recreation and relaxation.
Chestnut Hill combines affluent living, top-tier amenities, and a strong sense of community, making it an ideal location for homeowners and real estate investors alike. Whether you're looking to settle down or grow your rental portfolio, Chestnut Hill offers the perfect setting for long-term value and stability.
At Round Room Property Management, we take a personalized and results-driven approach to managing rental properties in Chestnut Hill. Our deep understanding of the local market, paired with a commitment to exceptional service, ensures your property receives the care and attention it deserves. From luxury homes to multi-unit investments, we tailor our services to meet your unique needs.
By combining local expertise, proactive maintenance, and clear communication, we go beyond traditional property management to help maximize your rental income and long-term property value. Partner with Round Room Property Management and experience the difference that hands-on, professional management can make.
Round Room Property Management delivers expert property management services in Chestnut Hill, combining local market knowledge with a personalized, hands-on approach. From tenant placement to proactive maintenance, we ensure your property is well-managed and positioned for long-term success. With clear communication and a trusted vendor network, we make rental ownership stress-free and profitable.
We understand that every property and owner has unique needs. That’s why we tailor our services to fit your goals—whether you're a first-time landlord or a seasoned investor. Our deep roots in the Chestnut Hill real estate market allow us to effectively market your property, attract quality tenants, and protect your investment. Let Round Room Property Management take care of the day-to-day operations while you enjoy peace of mind and consistent returns.
We provide full-service property management, including tenant screening, leasing, rent collection, maintenance coordination, inspections, legal compliance, and financial reporting.
We conduct comprehensive background checks, including credit, employment verification, rental history, and criminal records to ensure only qualified and reliable tenants are placed.
We manage a variety of residential properties, including single-family homes, condominiums, townhomes, and multi-unit buildings.
We have a trusted network of local contractors and vendors. Tenants can submit maintenance requests 24/7, and we handle all repairs promptly while keeping you informed.
Tenants pay rent online through our secure portal, and we deposit rental income directly into your account. We also handle late payments and enforce lease terms.
Yes. We list your property on top rental platforms, use professional photography, and conduct showings to attract high-quality tenants quickly.
We stay up-to-date on Massachusetts landlord-tenant laws, fair housing regulations, and local Chestnut Hill ordinances to keep your property fully compliant.
Absolutely. Many of our clients are out-of-state investors. We provide transparent communication, monthly reporting, and full-service management so you can stay informed and worry-free.
EXCELLENT Based on 44 reviews BN Cleaning2024-03-08Trustindex verifies that the original source of the review is Google. They are the best! Alex Concepcion2024-01-04Trustindex verifies that the original source of the review is Google. Have had a great experience working with Round Room to manage my property. Tommy and Zach are spectacular at what they do, and I’m looking forward to working with them going forward! Alan Edward2023-10-30Trustindex verifies that the original source of the review is Google. A distinguished boutique agency located in a highly competitive market place; Room Round maintains a level of excellence that you seldom experience in the Boston area. Experienced agents like Tommy know exactly what to do, explaining the whole process and paying attention to your needs. It’s so refreshing to work with professionals who really care about their clients. Five stars! Tracy Lahey2023-09-15Trustindex verifies that the original source of the review is Google. My housing group was connected with Lauren Santilli from Round Room when we toured a newly renovated property under her purview. She became our point of contact handling the entire process through executing a lease between us and property management. We can't say enough about Lauren - she was responsive, transparent about considerations and next steps, and knowledgeable about the nuances to our situation. We recommend Lauren and the Round Room team! Madison Miller2023-08-14Trustindex verifies that the original source of the review is Google. Jacob Rosen was incredible in helping my roommates and I find an apartment! He was very patient and supportive of our process, checking in with us regularly and providing us with lots of information about each property and the different Boston neighborhoods. We would definitely work with him again! Ignacio Mesina2023-06-06Trustindex verifies that the original source of the review is Google. I was looking to get a long term lease and I stumbled upon Jacobs profile. Among all the brokers I talked to, he definitely was the most attentive and professional of all. He possesses an extensive list of properties and is eager to provide options for different instances. Search no more! Christian Gomez2023-03-25Trustindex verifies that the original source of the review is Google. My partner and I have been searching for an apartment in the Boston area for a little over a month with no luck with other agencies. However, Gabriel was amazing at understanding what we were looking for and going above and beyond to find us an apartment within our budget that met our needs. Very happy to say that we've signed on an apartment and Gabriel was a pivotal part in our eventual success. All around, it was a 10/10 experience and would definitely recommend Gabriel at the Round Room to anyone. Kyle Marsan2023-01-30Trustindex verifies that the original source of the review is Google. We had a GREAT experience with Lauren in buying our first house! We were definitely overwhelmed going into the process but Lauren was able to patiently work with us. She went above and beyond to get us a good deal and went to bat for us on a number of occassions during the process. She did an amazing job listening to our needs and setting us up with a private appointment to lock down our dream house!
Trust Round Room Property Management to maximize your rental income and simplify property ownership with personalized, professional service.
Round Room Boston
We firmly believe that the internet should be available and accessible to anyone, and are committed to providing a website that is accessible to the widest possible audience, regardless of circumstance and ability.
To fulfill this, we aim to adhere as strictly as possible to the World Wide Web Consortium’s (W3C) Web Content Accessibility Guidelines 2.1 (WCAG 2.1) at the AA level. These guidelines explain how to make web content accessible to people with a wide array of disabilities. Complying with those guidelines helps us ensure that the website is accessible to all people: blind people, people with motor impairments, visual impairment, cognitive disabilities, and more.
This website utilizes various technologies that are meant to make it as accessible as possible at all times. We utilize an accessibility interface that allows persons with specific disabilities to adjust the website’s UI (user interface) and design it to their personal needs.
Additionally, the website utilizes an AI-based application that runs in the background and optimizes its accessibility level constantly. This application remediates the website’s HTML, adapts Its functionality and behavior for screen-readers used by the blind users, and for keyboard functions used by individuals with motor impairments.
If you’ve found a malfunction or have ideas for improvement, we’ll be happy to hear from you. You can reach out to the website’s operators by using the following email
Our website implements the ARIA attributes (Accessible Rich Internet Applications) technique, alongside various different behavioral changes, to ensure blind users visiting with screen-readers are able to read, comprehend, and enjoy the website’s functions. As soon as a user with a screen-reader enters your site, they immediately receive a prompt to enter the Screen-Reader Profile so they can browse and operate your site effectively. Here’s how our website covers some of the most important screen-reader requirements, alongside console screenshots of code examples:
Screen-reader optimization: we run a background process that learns the website’s components from top to bottom, to ensure ongoing compliance even when updating the website. In this process, we provide screen-readers with meaningful data using the ARIA set of attributes. For example, we provide accurate form labels; descriptions for actionable icons (social media icons, search icons, cart icons, etc.); validation guidance for form inputs; element roles such as buttons, menus, modal dialogues (popups), and others. Additionally, the background process scans all the website’s images and provides an accurate and meaningful image-object-recognition-based description as an ALT (alternate text) tag for images that are not described. It will also extract texts that are embedded within the image, using an OCR (optical character recognition) technology. To turn on screen-reader adjustments at any time, users need only to press the Alt+1 keyboard combination. Screen-reader users also get automatic announcements to turn the Screen-reader mode on as soon as they enter the website.
These adjustments are compatible with all popular screen readers, including JAWS and NVDA.
Keyboard navigation optimization: The background process also adjusts the website’s HTML, and adds various behaviors using JavaScript code to make the website operable by the keyboard. This includes the ability to navigate the website using the Tab and Shift+Tab keys, operate dropdowns with the arrow keys, close them with Esc, trigger buttons and links using the Enter key, navigate between radio and checkbox elements using the arrow keys, and fill them in with the Spacebar or Enter key.Additionally, keyboard users will find quick-navigation and content-skip menus, available at any time by clicking Alt+1, or as the first elements of the site while navigating with the keyboard. The background process also handles triggered popups by moving the keyboard focus towards them as soon as they appear, and not allow the focus drift outside it.
Users can also use shortcuts such as “M” (menus), “H” (headings), “F” (forms), “B” (buttons), and “G” (graphics) to jump to specific elements.
We aim to support the widest array of browsers and assistive technologies as possible, so our users can choose the best fitting tools for them, with as few limitations as possible. Therefore, we have worked very hard to be able to support all major systems that comprise over 95% of the user market share including Google Chrome, Mozilla Firefox, Apple Safari, Opera and Microsoft Edge, JAWS and NVDA (screen readers).
Despite our very best efforts to allow anybody to adjust the website to their needs. There may still be pages or sections that are not fully accessible, are in the process of becoming accessible, or are lacking an adequate technological solution to make them accessible. Still, we are continually improving our accessibility, adding, updating and improving its options and features, and developing and adopting new technologies. All this is meant to reach the optimal level of accessibility, following technological advancements. For any assistance, please reach out to