Carleton Ashley

Carleton Ashley

Broker Associate

Social Media

Awards

RealTrends Verified, 2025

Specialties

Languages: English, Spanish

Listing Agent, Consulting, Multi-Family & Investments, Property Management

Education

University of Wisconsin-Madison: Economics, Real Estate, Finance
Brookline High School


Client Testimonials

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"I've known Carleton for many years and he is someone I am constantly bouncing ideas off and discussing the real estate market with. As a buyer/seller and investor, he helps provides value with his large network reach and knowledge of the market in and around Boston. I'd highly recommend his services for anyone seeking a real estate professional." - Tanner

"Carleton is the most responsive and professional individual I have ever dealt with in finding investment property as well as real estate brokerage and property management. He is responsive, extremely knowledgeable, moral, ethical, and a stand up guy. He understands what both customer and buyer and seller are looking for. I recommend him in the strongest possible terms for your real estate development/renting/buying/selling requirements. He is trustworthy and will not let you down." - John

"Just finished another transaction with Carleton -- assisting his client obtaining financing -- and I continue to be impressed. His knowledge of the Real Estate market is unmatched and his clients benefit from that. Beyond that, he spends the time to understand the financing process and timelines, and offers assistance when needed. I look forward to working together with Carleton again and would recommend to anyone looking for a knowledgeable professional who keeps his client's interests as his priority" - Darren

"I have worked with Carleton on several transactions over the past few years and I can confidently recommend him to any and every person looking to buy property in and around Boston. He is extremely knowledgable, honest, and hardworking. Carleton has represented both Buyers and Sellers in one of the most demanding markets in recent history and is an invaluable resource for me and all of my clients." - Avi

"Carleton has the amazing ability to make things happen at very short notice- twice he found me tenants for my high end Brookline apartment. A good part of his success I can attribute to his superior knowledge of the Brookline market and also to his great motivation to deliver. When I'm ready to buy property in Brookline, I'll be reaching out to Carleton. In the meantime, he does a great job of notifying me of when a particularly interesting property appears on the market." - A.


About Carleton
Carleton’s network is composed of many of the top landlords in the greater Boston area. Having these connections is how he is able to find the right investment properties for his clients, many of these purchasing opportunities are off-market by nature because they happen within his landlord network.

One of his specialties is finding the right property for clients looking to execute a 1031 tax exchange. This is not always an easy thing to do given the short window of time needed to identify a property that is suitable and desirable for Carleton’s investment buyers.

If you are reading this then you are looking for the right person with the right network to help you with your real estate needs, let Carleton be your guide and help layout those options.

View the Latest Customer Success Story!

Carleton Ashley’s Listings

a front view of a residential apartment building with a yard
a kitchen with appliances a refrigerator and a sink
a utility room with sink dryer and washer
a living room with furniture and a flat screen tv
a living room with furniture and a flat screen tv
a living room with furniture and a flat screen tv
a bedroom with a bed and cabinets
a bedroom with a bed and a flat screen tv
a living room with furniture and a window
a bathroom with a sink a toilet and shower curtain
a view of balcony with wooden floor
$1,695,000 | 7 Transit Street, Boston, MA 02127
1/12
Listed By Compass

$1,695,000

Bedrooms
8
Bathrooms
3
Square Feet
2,706
Acres
0.05
a front view of multiple houses
a living room with furniture and wooden floor
a living room with furniture and a large window
a kitchen with stainless steel appliances granite countertop a refrigerator and a stove top oven
a kitchen with a sink a stove and cabinets
a kitchen with refrigerator and cabinets
a bed room with a bed and a window
a bedroom with a bed and a chandelier
a bedroom with a bed and a chandelier
a bathroom with a sink and a mirror
a view of a wooden roof deck
$1,695,000 | 5 Transit Street, Boston, MA 02127
1/12
Listed By Compass

$1,695,000

Bedrooms
8
Bathrooms
3
Square Feet
2,706
Acres
0.05
a front view of a house with a garden
a view of a livingroom with couch and a large window
a large kitchen with a table chairs in it and a window
a living room with furniture and a flat screen tv
a living room with furniture
a living room with furniture and a flat screen tv
a bedroom with a bed and wooden floor
a bed room with a bed and a television
a bedroom with a bed and a workspace
a living room with furniture and a chair
a bathroom with a sink a mirror toilet and bathtub
a bathroom with a toilet sink and mirror
a dining room with a wooden table and chairs
a living room with furniture and a flat screen tv
a living room with furniture a flat screen tv and a window
a bedroom with a bed and a window
a bed room with furniture and a baby crib
a bathroom with a sink a toilet and a window
a view of entryway
a car parked in front of a building
1/20
Listed By CompassUnder Agreement

$1,495,000

Bedrooms
7
Bathrooms
4
Square Feet
3,230
Acres
0.05