Canton • South Shore • Greater Boston

Move Forward With Confidence

Jeff Sullivan of Lamacchia Realty, Inc. guides buyers, sellers, investors, and business owners through Massachusetts real estate with a calm, numbers-driven approach and a clear sense of what comes next.

From first-time buyers to commercial leasing and development opportunities, his work is defined by thoughtful pricing, steady negotiation, and follow-through that never feels rushed.

Jeff Sullivan, REALTOR® with Lamacchia Realty, Inc. | Massachusetts License #9579954

Jeff Sullivan headshot

Canton • South Shore • Greater Boston

At a Glance

Measured Results, Local Trust

Jeff’s work is grounded in preparation, context, and the kind of local knowledge that comes from living in the community he serves.

4

Years in real estate, guiding Massachusetts clients with clarity and consistency.

14

Homes sold, each handled with disciplined pricing strategy and careful negotiation.

$9.9M

Closed sales volume across residential transactions in the communities he knows best.

20+

Years in food service before real estate, shaping his understanding of operations, leases, and commercial decision-making.

About Jeff

Rooted in Canton

Jeff Sullivan is a longtime Canton resident, husband, and father of two who brings a composed, client-first perspective to real estate across the South Shore and Greater Boston. He works with buyers, sellers, investors, and business owners who want practical guidance rather than pressure. Every conversation begins with the same goal: explain the options clearly and protect the client’s priorities from the first showing to the closing table.

Before entering real estate, Jeff spent more than two decades in the food service industry. That experience sharpened his understanding of site selection, lease negotiations, utilities, workflow, build-outs, and the economics that make a retail or restaurant space function in the real world. It also informs the discipline he brings to residential strategy, pricing, and follow-through.

His work in the community mirrors the way he practices real estate. Jeff serves on the Canton Planning Board, leads Keep Canton Beautiful, supports local scouting and community programs, and holds a Bachelor of Science from Saint Anselm College. He is also an Accredited Buyer Representative, a Certified Senior Specialist, a First Time Buyer Specialist, and a Seniors Real Estate Specialist, licensed in Massachusetts as #9579954.

ABR — Accredited Buyer Representative
CSS — Certified Senior Specialist
FTBS — First Time Buyer Specialist
SRES — Seniors Real Estate Specialist
Start the Conversation
Jeff Sullivan portrait
His work in the community mirrors the way he practices real estate. Jeff serves on the Canton Planning Board, leads Keep Canton Beautiful, supports local scouting and community programs, and holds a Bachelor of Science from Saint Anselm College. He is also an Accredited Buyer Representative, a Certified Senior Specialist, a First Time Buyer Specialist, and a Seniors Real Estate Specialist, licensed in Massachusetts as #9579954.

How Jeff Helps

A Broad Practice, Handled with Care

Jeff’s practice spans residential, multifamily, and commercial work across Massachusetts. Each service is shaped by careful preparation, direct communication, and advice grounded in the numbers as much as the moment.

01

Buyers

Jeff helps buyers move through the search with a steady framework instead of a scattershot process. He clarifies pricing, competition, timing, and tradeoffs early so decisions feel informed rather than reactive. The result is a purchase strategy built around fit, not pressure.

Discuss Buyer Representation

02

Sellers

For sellers, Jeff combines clear pricing strategy with marketing that presents the property honestly and effectively. He pays close attention to positioning, preparation, and the details that strengthen negotiating leverage. Every step is designed to keep the process orderly and transparent.

Plan a Sale Strategy

03

Residential Property

Jeff represents residential clients across the South Shore and Greater Boston with an emphasis on timing, market context, and clean execution. He helps clients understand not just what is available, but what makes sense for their goals. That measured approach creates confidence on both sides of the transaction.

Talk Residential Real Estate

04

Commercial Property

Commercial decisions demand more than surface-level market knowledge. Jeff brings practical experience with leases, build-outs, utilities, workflow, and business operations, helping clients weigh a space the way an operator would. That perspective is especially valuable when cost, use, and long-term viability all matter at once.

Discuss Commercial Needs

05

First-Time Homebuyers

First-time buyers often need an advisor who can make a complex process feel legible. Jeff breaks down financing, offer terms, timelines, and inspection decisions into clear next steps. He keeps the pace calm so clients can learn the market without feeling overwhelmed by it.

Prepare for a First Purchase

06

Move-Up Buyers

A move-up purchase is often tied to the sale of an existing home, which means timing matters as much as property selection. Jeff helps clients coordinate those decisions with realistic pricing, sequencing, and contingency planning. The goal is to create room for the next chapter without losing control of the current one.

Map the Next Move

07

Downsizing

Downsizing is rarely just a real estate decision. Jeff approaches it with patience, clear communication, and respect for the emotional and logistical complexity involved. He helps clients simplify the process, evaluate options carefully, and move forward at a pace that feels right.

Talk Through Downsizing

08

Relocation

Relocating to Massachusetts requires local perspective as much as it does listing access. Jeff helps incoming buyers and renters understand the character of each town, commute patterns, and the tradeoffs between neighborhoods. That insight turns an unfamiliar market into a manageable one.

Plan a Massachusetts Relocation

09

Investment Properties

For investors, Jeff looks beyond curb appeal to the fundamentals that influence performance. He helps evaluate price, location, use, risk, and long-term potential with an eye toward practical outcomes. His guidance stays grounded in whether the property works on paper as well as in person.

Review an Investment Opportunity

10

Multifamily Properties

Multifamily transactions ask clients to think like both owners and operators. Jeff helps assess income potential, condition, tenant considerations, and neighborhood context without losing sight of the asset as a business decision. He is especially useful when clients need a measured view of value rather than a sales pitch.

Discuss Multifamily Strategy

11

Luxury Homes

Luxury representation should feel composed, discreet, and exacting. Jeff approaches higher-end homes with a focus on presentation, pricing precision, and a client experience that remains attentive at every stage. The work is quiet, detailed, and centered on protecting value.

Inquire About Luxury Representation

12

New Construction

New construction comes with its own timelines, specifications, and negotiation points. Jeff helps clients compare builders, understand delivery expectations, and evaluate what is included beyond the brochure. His role is to keep the process clear when the details can quickly become dense.

Talk New Construction

13

Commercial Leasing

Jeff works with business owners and landlords on commercial leasing with an operator’s eye for terms and usability. He understands how lease structure, layout, utilities, and future flexibility affect the day-to-day reality of a space. That helps clients negotiate from a more informed position.

Review a Lease Opportunity

14

Retail & Restaurant Site Selection

Jeff’s years in food service make him especially valuable in retail and restaurant site selection. He understands traffic flow, operations, utilities, build-out realities, and the economics that can make one location more functional than another. That real-world perspective helps clients choose space with intention.

Evaluate a Business Location

15

Development Opportunities

Development work requires attention to zoning, timing, cost, and long-range potential. Jeff’s community involvement and planning perspective add useful context when clients are weighing what a site could become. He helps frame opportunity with realism, not speculation.

Discuss a Development Site

16

Senior Communities

When clients are considering senior communities, the right guidance needs to be patient and practical. Jeff helps families compare options, understand timing, and make decisions that support both comfort and long-term needs. His work stays focused on clarity, dignity, and a smoother transition.

Talk Through Senior Housing Options

Featured Listing

Current Work, Presented with Clarity

Jeff’s listings are marketed with the same straight, informative approach he brings to every client conversation. The goal is simple: show the property well, price it intelligently, and make the details easy to understand.

85 Russ Street, Randolph, MA 02368

Pending

$525,000

85 Russ Street, Randolph, MA 02368

North Randolph ranch with hardwood floors, a bright living room with fireplace and bay window, an eat-in kitchen with deck access, two bedrooms, two full baths, a flexible bonus room, and a finished lower level. Outside, the fenced yard includes a patio and gazebo, while tankless hot water, a heat pump cooling system, mini-splits, and CCTV wiring add useful upgrades. Listed by Jeff Sullivan of Lamacchia Realty, Inc.

2 Bedrooms
2 Bathrooms
North Randolph
View Property Details

Client Notes

What Clients Remember

Across sales, purchases, and leasing work, clients describe the same qualities again and again: honesty, patience, responsiveness, and a steady hand when the process becomes complicated.

Jeff handled the sale of a childhood home with real compassion. His care during the process made it clear the property was in the right hands.

60brianr — Seller in Oakdale, Dedham, MA

From listing through finding a tenant, Jeff kept communication clear and expectations realistic. The experience felt straightforward, honest, and notably free of surprises.

Catamounts2 — Landlord in Canton, MA

Selling a family home in Dedham required patience and calm guidance, and Jeff delivered both. His knowledge of the market, constant availability, and disciplined negotiation led to a smooth closing above the original list price.

Dennishall189 — Seller in Oakdale, Dedham, MA

Over more than a year of searching, Jeff remained attentive to what mattered and consistent in how he showed up. His honesty and professionalism made the buying process feel well represented from start to finish.

John M. — Buyer in Walpole, MA

In the greater Canton condo market, Jeff’s local knowledge and responsiveness helped narrow the choices quickly. The guidance felt specific, thoughtful, and easy to trust.

Communities Served

Where Jeff Works with Depth

Jeff serves clients across Canton, the South Shore, and Greater Boston with a local perspective shaped by day-to-day familiarity with how these communities live, commute, and change.

Bellingham, Massachusetts
Braintree, Massachusetts
Canton, Massachusetts
Dedham, Massachusetts
Dover, Massachusetts
Easton, Massachusetts
Foxborough, Massachusetts
Mansfield, Massachusetts
Medfield, Massachusetts
Milton, Massachusetts
Natick, Massachusetts
Newton, Massachusetts
Norwood, Massachusetts
Randolph, Massachusetts
Sharon, Massachusetts
Sherborn, Massachusetts
Walpole, Massachusetts
Wellesley, Massachusetts
West Bridgewater, Massachusetts
Weston, Massachusetts
Westwood, Massachusetts
Winchester, Massachusetts

Next Step

Real Estate Advice That Stays Clear

Whether you are preparing to sell, searching for your next home, comparing investment options, or looking at commercial space, Jeff brings a calm process and a local point of view to the conversation.

Contact

Begin with a Conversation

Reach out for residential, multifamily, or commercial real estate guidance across Canton, the South Shore, and Greater Boston. Jeff Sullivan is a REALTOR® with Lamacchia Realty, Inc., and every inquiry starts with a practical conversation about your goals.

Office: 31 Belmont St, South Easton, MA 02375

Brokerage: Lamacchia Realty, Inc. | 451 Main Street, Waltham, MA 02452

Massachusetts Real Estate License #9579954

jeffsullivanrealty.com