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Matthew Daylor - Keller Williams South Watuppa

Agent
4.9 stars
139 Reviews

Markets served


Fall River, MA
Providence, RI
North Providence, RI
Stoughton, MA
Woonsocket, RI
Middleborough, MA
Bristol, RI
Portsmouth, RI
Fairhaven, MA
Middletown, RI
Raynham, MA
Warwick, RI
Freetown, MA
Mattapoisett, MA
New Bedford, MA
Cranston, RI
Brockton, MA
East Providence, RI
Pawtucket, RI
Taunton, MA
Dartmouth, MA
Newport, RI
Cumberland, RI
North Attleborough, MA
West Warwick, RI
Central Falls, RI
Whitman, MA
Wareham, MA
Seekonk, MA
Lincoln, RI
Somerset, MA
Rehoboth, MA
Westport, MA
Swansea, MA
Tiverton, RI
Acushnet, MA
Berkley, MA
Dighton, MA
Attleboro, MA
North Attleboro, MA

Licenses, Designations or Certificates


MA #9562124
RI #RES.0044046

About us


Investor, Agent & Portfolio Owner | Southeastern MA, RI & NH

Matthew Daylor is an active real estate investor and top-producing Keller Williams agent specializing in cash-flowing residential opportunities, multi-family acquisitions, and short-term rentals across Southeastern Massachusetts, Rhode Island, and New Hampshire.

Having closed over 239 transactions totaling $97M+ in volume since 2018, Matt doesn't just analyze markets—he buys in them. His personal portfolio includes cash-flowing multi-family long-term rentals in Bristol County, MA, and high-performing short-term rentals in New Hampshire.

Whether you’re looking to acquire your next 2-4 unit value-add property, scale an STR portfolio, run accurate CMAs/deal analyses, or offload an investment asset, Matt brings real-time market data and hands-on operational experience to every transaction.

Areas of Expertise: Multi-Family Investing | Value-Add Strategies | Short-Term Rentals (STR) | Fall River, New Bedford, and Taunton, MA | Rhode Island | White Mountains / NH STRs

📱 Direct: 774.301.6860
✉️ Email: [email protected]

Specialties


Commercial

Multi-Family (5+ units)

Residential

Townhouse/Condo
Single-Family Rental
Primary Residence
Multi-Family (2-4 units)
Land
Short-term rental
New Construction
Mid-term rental
Long-term rental

Reviews (139)


4.9 stars
139 Reviews
4.9 stars
139 Reviews
0.0 star
0 Reviews

reviewer image
5.0 stars
|
2 months ago
Reviewed by Lynnette Soler
My husband and I recently just closed on our new home with Matt and couldn’t have asked for a better realtor! He was incredibly knowledgeable, patient, resourceful, and kind throughout the entire process. He always took the time to answer our questions and was consistently responsive and timely with his communication. We truly felt supported and taken care of every step of the way. We highly recommend him to anyone looking for a trustworthy and dedicated realtor!
reviewer image
5.0 stars
|
2 months ago
Reviewed by Leah Burke
Matthew has been nothing short of a dream real estate agent. He is the one you want for buying or selling your properties. I have had the pleasure of experiencing both buying and selling with him and he has made my real estate dreams a reality. He will get the job done and is very professional. His sales prove his amazing talent. Matthew is personable, friendly, accommodating, understanding, and down to earth. He will do whatever he can that is best for you. He always has your best interest, as his client, at heart. I cannot recommend him enough. If I buy or sell again, he is the one I will always go to. He also has such positive relationships with others he always has connections for any house project you’re thinking of doing in your new home. If any issue come up in the selling or buying process he is very knowledgeable about ways to navigate and come up with solutions that fit your needs every time. Matthew is the guy you want to work for you in your real estate world.
reviewer image
5.0 stars
|
3 months ago
Reviewed by A D
I can’t say enough positive things about Matt Daylor. You won’t regret working with Matt as your realtor whether buying or selling a home, he is on top of everything with excellent communication, seasoned advice and experience, and genuine care for people. Matt helped my family with multiple, complex, home purchases and sales and I will recommend him to anyone.
reviewer image
5.0 stars
|
4 months ago
Reviewed by Tabitha Silvia
Buying a home can be one of the most stressful experiences, both mentally and financially, but Matt made the entire process feel manageable from start to finish. His communication was always on point, whether it was a quick question during the day or a concern late at night, he was there to answer, guide, and reassure us every step of the way. What stood out most was his patience and dedication. He took the time to explain everything thoroughly, making sure we understood our options and felt confident in every decision. There were many moving parts throughout the process, but Matt's knowledge, professionalism, and guidance helped take the stress off our shoulders. It was clear that he genuinely cared about helping us find the right home, not just closing a deal. His commitment, responsiveness, and willingness to go above and beyond made all the difference. What could have been an overwhelming experience turned into a positive and exciting journey. We are incredibly grateful for all of his hard work and would not hesitate to work with him again or recommend him to anyone looking to buy or sell a home. Thank you, Matt, for making our dream of homeownership a reality!
reviewer image
5.0 stars
|
6 months ago
Reviewed by Erik ERocK Teixeira
Working with Matthew Daylor of Keller Williams made my first home‑buying experience genuinely enjoyable. From day one, Matthew was patient, knowledgeable, and incredibly attentive. He took the time to explain every step of the process in a way that made me feel confident. What stood out most was how invested he was in helping me find the right home — not just a home. He listened closely to what I wanted, offered thoughtful guidance, and always came prepared with insights that helped me make smart decisions. His communication was excellent, and I always felt supported. Thanks to Matthew’s expertise and dedication, I ended up in a home I truly love. I couldn’t have asked for a better agent or a better experience. I highly recommend him to anyone.
reviewer image
5.0 stars
|
2 months ago
Reviewed by Lynnette Soler
My husband and I recently just closed on our new home with Matt and couldn’t have asked for a better realtor! He was incredibly knowledgeable, patient, resourceful, and kind throughout the entire process. He always took the time to answer our questions and was consistently responsive and timely with his communication. We truly felt supported and taken care of every step of the way. We highly recommend him to anyone looking for a trustworthy and dedicated realtor!
reviewer image
5.0 stars
|
2 months ago
Reviewed by Leah Burke
Matthew has been nothing short of a dream real estate agent. He is the one you want for buying or selling your properties. I have had the pleasure of experiencing both buying and selling with him and he has made my real estate dreams a reality. He will get the job done and is very professional. His sales prove his amazing talent. Matthew is personable, friendly, accommodating, understanding, and down to earth. He will do whatever he can that is best for you. He always has your best interest, as his client, at heart. I cannot recommend him enough. If I buy or sell again, he is the one I will always go to. He also has such positive relationships with others he always has connections for any house project you’re thinking of doing in your new home. If any issue come up in the selling or buying process he is very knowledgeable about ways to navigate and come up with solutions that fit your needs every time. Matthew is the guy you want to work for you in your real estate world.
reviewer image
5.0 stars
|
3 months ago
Reviewed by A D
I can’t say enough positive things about Matt Daylor. You won’t regret working with Matt as your realtor whether buying or selling a home, he is on top of everything with excellent communication, seasoned advice and experience, and genuine care for people. Matt helped my family with multiple, complex, home purchases and sales and I will recommend him to anyone.
reviewer image
5.0 stars
|
4 months ago
Reviewed by Tabitha Silvia
Buying a home can be one of the most stressful experiences, both mentally and financially, but Matt made the entire process feel manageable from start to finish. His communication was always on point, whether it was a quick question during the day or a concern late at night, he was there to answer, guide, and reassure us every step of the way. What stood out most was his patience and dedication. He took the time to explain everything thoroughly, making sure we understood our options and felt confident in every decision. There were many moving parts throughout the process, but Matt's knowledge, professionalism, and guidance helped take the stress off our shoulders. It was clear that he genuinely cared about helping us find the right home, not just closing a deal. His commitment, responsiveness, and willingness to go above and beyond made all the difference. What could have been an overwhelming experience turned into a positive and exciting journey. We are incredibly grateful for all of his hard work and would not hesitate to work with him again or recommend him to anyone looking to buy or sell a home. Thank you, Matt, for making our dream of homeownership a reality!
reviewer image
5.0 stars
|
6 months ago
Reviewed by Erik ERocK Teixeira
Working with Matthew Daylor of Keller Williams made my first home‑buying experience genuinely enjoyable. From day one, Matthew was patient, knowledgeable, and incredibly attentive. He took the time to explain every step of the process in a way that made me feel confident. What stood out most was how invested he was in helping me find the right home — not just a home. He listened closely to what I wanted, offered thoughtful guidance, and always came prepared with insights that helped me make smart decisions. His communication was excellent, and I always felt supported. Thanks to Matthew’s expertise and dedication, I ended up in a home I truly love. I couldn’t have asked for a better agent or a better experience. I highly recommend him to anyone.

Our Team


Matt Daylor