Ben Leavitt

Ben Leavitt

RealtorĀ®

Awards

RealTrends Verified, 2025

Specialties

Listing Agent, Buyer's Agent, Staging, Landlord Representation, Landlord

Education

Sonoma State University - Finance // ABRĀ®, PSAĀ®


Client Testimonials

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"I couldn't be any happier with the services Ben provided in selling my home. Extremely knowledgeable and hard working, Ben always went above and beyond my expectations. His responses to my inquiries were immediate, his marketing of my property was impeccable, and the sale of my property was seamless. Even after the sale, Ben continued to offer assistance by connecting me with some fabulous agents in other states, which I ended up using to purchase another property. I would wholeheartedly recommend Ben as an agent." - Eftechios B. (seller Somerville Multi Family)

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"Ben Leavitt is an excellent agent – one who is easy to work with, prompt with replies, extremely knowledgeable, and makes things fun. I wanted to buy my first multi-family property in Boston, but was nervous to find the right space in an area with a good potential for appreciation and strong rents. On more than one occasion, I felt burnt out and tired by the process because of the hyper competitive market. Buying a home is one of the most stressful things a person can do after all! Ben was always there, encouraging me to keep looking and telling me that the right property would eventually come, and that he would help me find it. Ultimately, Ben lived up to his guidance and did help me find a great 2-family in the city with a lot of potential for growth, not to mention with a great tenant in place. Throughout the process, he attended nearly every open house with me and on each potential property he would run the numbers so I could fully understand my investment. He worked tirelessly until I found the perfect place that I felt like I could call home. I am now set up to build long-term wealth for my family, and I am so grateful for Ben’s experienced help. Even the closing process was easy – Ben works with great lenders, attorneys, and contractors and every referral he suggested ended up being top notch as well. Ben also worked with my landlord to help re-rent my rental without any loss to me by securing a great new tenant for my place in a single showing, so I had no stress about worrying how long I would have to continue paying rent while taking on a mortgage. If you are looking for first-rate service, look no further than Ben Leavitt. It was such a positive experience and 100% recommend." -Stephanie F. (buyer Jamaica Plain Multi Family)

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"My husband and I worked with Ben to buy our condo in Dorchester. From the first time we met Ben until the day we closed on our house, he was incredibly helpful. Ben has so much knowledge about the housing market in Boston and was so patient with us as we navigated the process of purchasing our home. Not only was ben knowledgable and patient, but he was full of energy and made the process of house hunting so fun! We absolutely adore our new home and couldn't have done it without Ben's help. He is the absolute BEST and we could not recommend him more"- Nora S. (buyer Jones Hill Condo)

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"Ben is truly exceptional at what he does. From the first time I spoke with him, I was certain that he was the agent I wanted in my corner as I spearheaded the first-time homebuyer process. Ben knows the local market and beyond inside and out. Above all else, he is extremely thoughtful, communicative, generous with his time, and has a solid understanding of my personal needs and goals. As Ben’s client, I’ve never felt like anything less than a priority to him. He has a unique way of making you feel like you’re the ā€œonly one in the room,ā€ which is critical in today’s world. I highly and wholeheartedly recommend Ben to any buyer or seller in the Greater Boston area. You won’t find a better agent!" -Francesca N. (buyer Milton Condo)

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"Ben was an amazing agent as I sold my condo in Spring 2022. He listened to my requests, clearly articulated his thought processes on all the steps leading to the listing (including pricing). His due diligence and attention to detail paid off handsomely - I got list price after the first weekend Open Houses. You need someone you trust and like to get through the headache of selling, and Ben is the consummate advisor and loveliest person - I highly recommend him!" -Trish K. (seller Jamaica Plain Condo)

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"This purchase was the beginning of a passion project! Ben was incredibly professional and organized all while juggling the fact that it was the holidays, we were making a purchase from out of state and traveling during closing outside the country! Love our new home and Ben too!"- Steven R. (buyer Jamaica Plain Single Family)

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"Ben has been nothing short of great both times he has helped me out. He knows the market really well and is up front and honest about every part of the transaction. That has been really helpful for me and I think saved a lot of time on the back and forth with any real estate transaction. I would absolutely recommend him for anyone in the area"- Matt B. (buyer & seller South End Condo)

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"I was very happy working with Ben Leavitt from Compass. Ben represented me in both a purchase and a sale of property in the ā€˜8 Streets Neighborhood’ of the South End. From start to finish, Ben made the entire process seamless and stress-free. Ben's expertise and knowledge of the South End neighborhood were invaluable. He provided all the necessary information I needed to make informed decisions about both transactions. Ben was always available to answer any questions I had and was extremely responsive throughout the entire process. I would recommend Ben to anyone looking to buy or sell a property in the South End. His expertise, responsiveness, and attention to detail make him an exceptional Realtor. Five stars, hands down!"- Charles S (buyer & seller South End)


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About Ben
Ben Leavitt delivers a superlative real estate experience for his clients, both sellers and buyers. He believes that his relationships with his clients are the key to his success, and they often elect to work with him time and again because he consistently provides first-rate support and drives transactions to successful conclusions. Ben works with a diverse range of clients, from first-time home buyers to sellers with large and lucrative portfolios of real estate. All clients receive the same diligent service from Ben. He enjoys helping people reach their goals, whether that is buying a first home, selling a property for top dollar, or maximizing the growth of their real estate portfolio.

Ben truly believes in doing his homework. His advice is forthright and his negotiation skills are exemplary because he prepares himself for multiple contingencies and thoroughly studies the neighborhoods in which he works. Ben knows that it is only through deep knowledge of the market that he can advise his clients about their options. When working with Ben, it is instantly clear that he truly loves real estate. He has a great eye for design and an appreciation for aesthetics. He knows what many home improvements cost, and can connect buyers and sellers with outstanding area contractors who can help make a home shine for sale or make it feel like home when the buyers move in. Furthermore, he is plugged into a great network of lenders, real estate attorneys, and other vendors who help make a transaction run smoothly.

Ben has a bachelor of science in finance. Originally a Massachusetts native, Ben spent part of his childhood playing baseball in the cornfields of Iowa and called California home for many years where he snowboarded, enjoyed the outdoors, and worked in apparel where he began to build his sales skills. He loves running, biking, boating, reading new business books, fitness classes, and planning his next adventure with his wife Stephanie and his beloved Brittany spaniel, Huck.

Whether you are contemplating selling your home or wish to begin the search for your new home, get in touch with Ben. You will receive first-rate service, prompt communication, and tailored advice.

Ben Leavitt’s Listings

$2,300,000 | 92 Waltham Street, Unit 1A, Boston, MA 02118
$2,300,000 | 92 Waltham Street, Unit 1A, Boston, MA 02118
$2,300,000 | 92 Waltham Street, Unit 1A, Boston, MA 02118
$2,300,000 | 92 Waltham Street, Unit 1A, Boston, MA 02118
$2,300,000 | 92 Waltham Street, Unit 1A, Boston, MA 02118
$2,300,000 | 92 Waltham Street, Unit 1A, Boston, MA 02118
$2,300,000 | 92 Waltham Street, Unit 1A, Boston, MA 02118
$2,300,000 | 92 Waltham Street, Unit 1A, Boston, MA 02118
$2,300,000 | 92 Waltham Street, Unit 1A, Boston, MA 02118
$2,300,000 | 92 Waltham Street, Unit 1A, Boston, MA 02118
$2,300,000 | 92 Waltham Street, Unit 1A, Boston, MA 02118
$2,300,000 | 92 Waltham Street, Unit 1A, Boston, MA 02118
$2,300,000 | 92 Waltham Street, Unit 1A, Boston, MA 02118
$2,300,000 | 92 Waltham Street, Unit 1A, Boston, MA 02118
$2,300,000 | 92 Waltham Street, Unit 1A, Boston, MA 02118
$2,300,000 | 92 Waltham Street, Unit 1A, Boston, MA 02118
$2,300,000 | 92 Waltham Street, Unit 1A, Boston, MA 02118
$2,300,000 | 92 Waltham Street, Unit 1A, Boston, MA 02118
$2,300,000 | 92 Waltham Street, Unit 1A, Boston, MA 02118
$2,300,000 | 92 Waltham Street, Unit 1A, Boston, MA 02118
$2,300,000 | 92 Waltham Street, Unit 1A, Boston, MA 02118
$2,300,000 | 92 Waltham Street, Unit 1A, Boston, MA 02118
$2,300,000 | 92 Waltham Street, Unit 1A, Boston, MA 02118
$2,300,000 | 92 Waltham Street, Unit 1A, Boston, MA 02118
$2,300,000 | 92 Waltham Street, Unit 1A, Boston, MA 02118
$2,300,000 | 92 Waltham Street, Unit 1A, Boston, MA 02118
$2,300,000 | 92 Waltham Street, Unit 1A, Boston, MA 02118
$2,300,000 | 92 Waltham Street, Unit 1A, Boston, MA 02118
$2,300,000 | 92 Waltham Street, Unit 1A, Boston, MA 02118
$2,300,000 | 92 Waltham Street, Unit 1A, Boston, MA 02118
$2,300,000 | 92 Waltham Street, Unit 1A, Boston, MA 02118
$2,300,000 | 92 Waltham Street, Unit 1A, Boston, MA 02118
$2,300,000 | 92 Waltham Street, Unit 1A, Boston, MA 02118
$2,300,000 | 92 Waltham Street, Unit 1A, Boston, MA 02118
$2,300,000 | 92 Waltham Street, Unit 1A, Boston, MA 02118
$2,300,000 | 92 Waltham Street, Unit 1A, Boston, MA 02118
$2,300,000 | 92 Waltham Street, Unit 1A, Boston, MA 02118
$2,300,000 | 92 Waltham Street, Unit 1A, Boston, MA 02118
$2,300,000 | 92 Waltham Street, Unit 1A, Boston, MA 02118
$2,300,000 | 92 Waltham Street, Unit 1A, Boston, MA 02118
$2,300,000 | 92 Waltham Street, Unit 1A, Boston, MA 02118
1/41
Listed By CompassOpen: 3/14 12:00PM - 01:00PM

$2,300,000

3
Bedrooms
1,768
Square Feet
Contact Agent | 89 Wachusett Street, Jamaica Plain, MA 02130
Compass Coming Soon

Contact Agent

12
Bedrooms
3,868
Square Feet
0.11
Acres
$1,000,000 | 257 Northampton Street, Unit 307, Boston, MA 02118
$1,000,000 | 257 Northampton Street, Unit 307, Boston, MA 02118
$1,000,000 | 257 Northampton Street, Unit 307, Boston, MA 02118
$1,000,000 | 257 Northampton Street, Unit 307, Boston, MA 02118
$1,000,000 | 257 Northampton Street, Unit 307, Boston, MA 02118
$1,000,000 | 257 Northampton Street, Unit 307, Boston, MA 02118
$1,000,000 | 257 Northampton Street, Unit 307, Boston, MA 02118
$1,000,000 | 257 Northampton Street, Unit 307, Boston, MA 02118
$1,000,000 | 257 Northampton Street, Unit 307, Boston, MA 02118
$1,000,000 | 257 Northampton Street, Unit 307, Boston, MA 02118
$1,000,000 | 257 Northampton Street, Unit 307, Boston, MA 02118
$1,000,000 | 257 Northampton Street, Unit 307, Boston, MA 02118
$1,000,000 | 257 Northampton Street, Unit 307, Boston, MA 02118
$1,000,000 | 257 Northampton Street, Unit 307, Boston, MA 02118
$1,000,000 | 257 Northampton Street, Unit 307, Boston, MA 02118
$1,000,000 | 257 Northampton Street, Unit 307, Boston, MA 02118
$1,000,000 | 257 Northampton Street, Unit 307, Boston, MA 02118
$1,000,000 | 257 Northampton Street, Unit 307, Boston, MA 02118
$1,000,000 | 257 Northampton Street, Unit 307, Boston, MA 02118
$1,000,000 | 257 Northampton Street, Unit 307, Boston, MA 02118
$1,000,000 | 257 Northampton Street, Unit 307, Boston, MA 02118
$1,000,000 | 257 Northampton Street, Unit 307, Boston, MA 02118
$1,000,000 | 257 Northampton Street, Unit 307, Boston, MA 02118
$1,000,000 | 257 Northampton Street, Unit 307, Boston, MA 02118
$1,000,000 | 257 Northampton Street, Unit 307, Boston, MA 02118
$1,000,000 | 257 Northampton Street, Unit 307, Boston, MA 02118
$1,000,000 | 257 Northampton Street, Unit 307, Boston, MA 02118
$1,000,000 | 257 Northampton Street, Unit 307, Boston, MA 02118
$1,000,000 | 257 Northampton Street, Unit 307, Boston, MA 02118
$1,000,000 | 257 Northampton Street, Unit 307, Boston, MA 02118
$1,000,000 | 257 Northampton Street, Unit 307, Boston, MA 02118
$1,000,000 | 257 Northampton Street, Unit 307, Boston, MA 02118
$1,000,000 | 257 Northampton Street, Unit 307, Boston, MA 02118
$1,000,000 | 257 Northampton Street, Unit 307, Boston, MA 02118
$1,000,000 | 257 Northampton Street, Unit 307, Boston, MA 02118
1/35
Listed By CompassOpen: 3/14 11:00AM - 12:00PM

$1,000,000

2
Bedrooms
1,197
Square Feet
Contact Agent | 30 Woodbine Street, Boston, MA 02119
Contact Agent | 30 Woodbine Street, Boston, MA 02119
Contact Agent | 30 Woodbine Street, Boston, MA 02119
Contact Agent | 30 Woodbine Street, Boston, MA 02119
1/4
Compass Coming Soon

Contact Agent

5
Bedrooms
2,154
Square Feet
0.08
Acres
$750,000 | 246 Bremen Street, Unit 3, Boston, MA 02128
$750,000 | 246 Bremen Street, Unit 3, Boston, MA 02128
$750,000 | 246 Bremen Street, Unit 3, Boston, MA 02128
$750,000 | 246 Bremen Street, Unit 3, Boston, MA 02128
$750,000 | 246 Bremen Street, Unit 3, Boston, MA 02128
$750,000 | 246 Bremen Street, Unit 3, Boston, MA 02128
$750,000 | 246 Bremen Street, Unit 3, Boston, MA 02128
$750,000 | 246 Bremen Street, Unit 3, Boston, MA 02128
$750,000 | 246 Bremen Street, Unit 3, Boston, MA 02128
$750,000 | 246 Bremen Street, Unit 3, Boston, MA 02128
$750,000 | 246 Bremen Street, Unit 3, Boston, MA 02128
$750,000 | 246 Bremen Street, Unit 3, Boston, MA 02128
$750,000 | 246 Bremen Street, Unit 3, Boston, MA 02128
$750,000 | 246 Bremen Street, Unit 3, Boston, MA 02128
$750,000 | 246 Bremen Street, Unit 3, Boston, MA 02128
$750,000 | 246 Bremen Street, Unit 3, Boston, MA 02128
$750,000 | 246 Bremen Street, Unit 3, Boston, MA 02128
$750,000 | 246 Bremen Street, Unit 3, Boston, MA 02128
$750,000 | 246 Bremen Street, Unit 3, Boston, MA 02128
$750,000 | 246 Bremen Street, Unit 3, Boston, MA 02128
$750,000 | 246 Bremen Street, Unit 3, Boston, MA 02128
$750,000 | 246 Bremen Street, Unit 3, Boston, MA 02128
$750,000 | 246 Bremen Street, Unit 3, Boston, MA 02128
$750,000 | 246 Bremen Street, Unit 3, Boston, MA 02128
$750,000 | 246 Bremen Street, Unit 3, Boston, MA 02128
$750,000 | 246 Bremen Street, Unit 3, Boston, MA 02128
$750,000 | 246 Bremen Street, Unit 3, Boston, MA 02128
$750,000 | 246 Bremen Street, Unit 3, Boston, MA 02128
$750,000 | 246 Bremen Street, Unit 3, Boston, MA 02128
$750,000 | 246 Bremen Street, Unit 3, Boston, MA 02128
$750,000 | 246 Bremen Street, Unit 3, Boston, MA 02128
$750,000 | 246 Bremen Street, Unit 3, Boston, MA 02128
$750,000 | 246 Bremen Street, Unit 3, Boston, MA 02128
$750,000 | 246 Bremen Street, Unit 3, Boston, MA 02128
$750,000 | 246 Bremen Street, Unit 3, Boston, MA 02128
$750,000 | 246 Bremen Street, Unit 3, Boston, MA 02128
1/36
Listed By CompassOpen: 3/14 12:00PM - 01:00PM

$750,000

2
Bedrooms
1,020
Square Feet
a kitchen with stainless steel appliances granite countertop a stove and a sink
a kitchen with granite countertop a sink a stove and cabinets
a view of kitchen with furniture and wooden floor
a view of empty room with wooden floor
a view of an empty room with window and a kitchen
a view of empty room with wooden floor and fireplace
an empty room with a window
a room with washing machine
a bathroom with a shower and a bathtub
a view of an empty room and window
a view of an empty room and window
an empty room with a window
a bathroom with a granite countertop sink toilet and a mirror
a view of entryway with wooden floor
an empty room with wooden floor and windows
a close view of a utility room with dryer and washer
a view of a garage with parked cars
a view of a backyard with sitting area
front view of a building
1/19
Listed By CompassUnder Agreement

$635,000

2
Bedrooms
1,162
Square Feet
Contact Agent | 12 Fieldstone Street, Unit 12, Upton, MA 01568
Compass Coming Soon

Contact Agent

3
Bedrooms
1,800
Square Feet

Ben Leavitt’s Transactions

Past Sales
a view of front door with hallway and wooden floor

$3,900,000

6
Bedrooms
6,200
Square Feet
0.28
Acres
$2,700,000 | 34 Walker Street, Somerville, MA 02144

$2,700,000

5
Bedrooms
4,750
Square Feet
0.08
Acres
$2,295,000 | 92 Waltham Street, Unit 1A, Boston, MA 02118

$2,295,000

3
Bedrooms
1,768
Square Feet
a front view of a house with a yard

$2,175,000

4
Bedrooms
3,406
Square Feet
0.36
Acres
front view of a house

$1,885,000

5
Bedrooms
3,411
Square Feet
0.24
Acres
a front view of a house

$1,850,000

3
Bedrooms
1,945
Square Feet
$1,800,000 | 156 Sycamore Street, Somerville, MA 02145

$1,800,000

6
Bedrooms
3,472
Square Feet
0.13
Acres
a front view of a house with a yard

$1,699,000

5
Bedrooms
3,500
Square Feet
0.39
Acres
$1,635,000 | 617 East 7th Street, Unit 3, Boston, MA 02127

$1,635,000

3
Bedrooms
2,060
Square Feet
$1,550,000 | 70 Elm Street, Andover, MA 01810

$1,550,000

5
Bedrooms
3,662
Square Feet
0.62
Acres
$1,550,000 | 147 Concord Avenue, Cambridge, MA 02138

$1,550,000

3
Bedrooms
1,848
Square Feet
0.06
Acres
a front view of a house with garden

$1,430,000

3
Bedrooms
3,400
Square Feet
$1,299,000 | 118 Spring Street, Unit 1, Cambridge, MA 02141

$1,299,000

3
Bedrooms
1,529
Square Feet
a front view of a house with a yard

$1,250,000

4
Bedrooms
3,350
Square Feet
0.59
Acres
a front view of a residential apartment building with a yard

$1,237,000

8
Bedrooms
3,359
Square Feet
0.09
Acres
a front view of a house

$1,235,000

2
Bedrooms
1,713
Square Feet
a view of a house with a yard patio and fire pit

$1,215,000

4
Bedrooms
2,240
Square Feet
1.66
Acres
Contact Agent | 244 Main Street, Lynnfield, MA 01940

Contact Agent

3
Bedrooms
4,500
Square Feet
0.69
Acres
Past Rentals
a close view of a sink and a faucet a mirror

$16,500

2
Bedrooms
a kitchen with stainless steel appliances granite countertop a sink and a stove

$5,600

3
Bedrooms
$5,300 | 37 R Juniper Street, Unit R, Boston, MA 02119

$5,300

4
Bedrooms
$5,300 | 265 Washington Street, Unit 2, Somerville, MA 02143

$5,300

4
Bedrooms
$5,300 | 39 R Juniper Street, Unit R, Boston, MA 02119

$5,300

4
Bedrooms
$4,600 | 216 Calumet Street, Unit 1, Boston, MA 02120

$4,600

4
Bedrooms
$4,400 | 89 Wachusett Street, Unit 1, Boston, MA 02130

$4,400

5
Bedrooms
$4,300 | 261 Washington Street, Unit 1, Somerville, MA 02143

$4,300

2
Bedrooms
$4,050 | 24 Ridgemont St, Unit 1 | Boston

$4,050

24 Ridgemont St, Unit 1

Boston

a kitchen with stainless steel appliances a stove microwave and a refrigerator

$4,000

3
Bedrooms
a kitchen with stainless steel appliances granite countertop a stove top oven a sink a dining table and chairs with wooden floor

$4,000

4
Bedrooms
a kitchen with stainless steel appliances granite countertop a refrigerator a stove a sink and a granite counter tops

$4,000

3
Bedrooms
$4,000 | 265 Washington Street, Unit 4, Somerville, MA 02143

$4,000

3
Bedrooms
a living room with furniture and a window

$3,700

2
Bedrooms
a kitchen with kitchen island granite countertop stainless steel appliances a sink a stove a microwave a center island and cabinets

$3,600

2
Bedrooms
a open hall with stainless steel appliances kitchen island granite countertop a refrigerator and a sink

$3,500

2
Bedrooms
$3,500 | 2 Bancroft Street, Unit 2, Cambridge, MA 02139

$3,500

2
Bedrooms
$3,450 | 50 Shepard Street, Unit 5, Boston, MA 02135

$3,450

3
Bedrooms