South Boston · Residential Real Estate

Broker. Builder.
Landlord. Neighbor.

Desmond Properties helps homeowners sell with confidence, investors find their next opportunity, and landlords rent smarter — all across the Boston area.

Let’s Talk
What We Do

One Purpose. Three Ways We Deliver.

Whether you’re selling a home, building a portfolio, or managing rentals, we bring local expertise and straight answers to the table.

Home Sellers

Condo or tenant-occupied multifamily, we maximize the dollar value of your property and minimize the headaches — with a dedicated sales process built on 20 years of Boston real estate.

Selling With Us →

Investors & Developers

Work with a brokerage that has actually done development — 20+ rehabs, new construction, and land deals. Exclusive off-market opportunities matched to what you can execute on.

Investing With Us →

Landlords

Most agents treat rentals as an afterthought. Not here. Professional photos, real pricing analysis, full screening, and a landlord-protective lease — every apartment, every time.

Renting With Us →
Why Desmond Properties

Local Roots. Professional Standards.

01

Every Seat at the Table

Landlord, developer, owner, agent, marketer, broker — over 20 years, we’ve held every seat in a real estate deal. That full-circle perspective is rare in this industry, and it shows in every recommendation we make.

02

We Earn Every Commission

Owners entrust brokerages with the largest sale of their lives — and too often get little back. We believe every commission must be earned: a process that gets you the most, and a dedication that gives the most.

03

South Boston Since 2007

We’ve lived in Southie for nearly two decades and we’re not going anywhere. Boston needs more housing, better housing, and the best people involved in building it — that’s the mission.

Meet Your Broker

David Ouellette, Broker & Owner

Real estate has always been David’s passion — creating something out of nothing, bringing an old property back to life for a new owner, and solving problems for sellers. After heading marketing and acquisitions for a large residential renovation firm, he became an agent, then a broker, and has spent 20 years buying, selling, renovating, and renting real estate across Boston.

A South Boston resident since 2007, David and his wife are raising their two daughters here — with no interest in ever leaving the city. His goal now is to expand his impact: Boston needs more housing of every type, better housing of every type, and the best real estate professionals and community members involved to make sure what gets built helps the city grow for everyone.

Broker License #9534267  ·  Brokerage License #10242

Proudly Serving South Boston & the Greater Boston Area

Rentals in South Boston  ·  Home & multifamily listings throughout Boston  ·  Investment opportunities across Greater Boston

Get In Touch
Contact

Let’s Talk About Your Property.

Tell us a little about what you’re looking to do. We’ll follow up within one business day.

Location
South Boston, MA · Meetings by appointment

We respect your privacy. No spam, ever.
For Home Sellers

Maximize Your Value. Minimize the Headaches.

Condos, new construction, and tenant-occupied multifamily — a dedicated sales process that manages your time and maximizes your value.

Our Approach

More Than a “For Sale” Sign.

We work with owners across Boston who want to maximize the dollar value of their properties and minimize the headaches. Whether you own a condo and are looking to move, or you’re selling a multifamily that’s currently occupied by tenants — which can get tricky — we know how to coordinate every moving piece and protect your value.

  • Experience selling new construction, owner-occupied homes, and tenant-occupied investment properties
  • Area and industry knowledge that is hard to find — 20 years on every side of Boston real estate
  • A dedicated sales process that manages your time and maximizes your value
  • Honest guidance from a broker who has owned, renovated, and sold his own projects
The Process

How a Sale With Us Works

1

Consultation

We tour your property, discuss your goals and timeline, and answer every question.

2

Pricing & Prep

Market analysis, pricing strategy, and a punch list to maximize your home’s appeal.

3

Launch & Market

Professional media, MLS launch, and marketing that puts your home in front of serious buyers.

4

Negotiate & Close

We manage offers, inspections, and paperwork through a smooth closing day.

Curious What Your Home Is Worth?

Request a free, no-obligation home valuation and market consultation.

Request a Valuation
For Investors & Developers

We Don’t Just Find Projects. We Understand Them.

With 20 years of rehabs, new construction, and land deals completed, we know how to spot an opportunity, structure it, and position the final product — because we’ve done it ourselves.

What We Offer

A Brokerage That Has Actually Done Development.

That’s the rarity in this industry — and it’s what we offer. We work with investors and developers who know what they want and can act when we bring it to them. We pinpoint the projects that make sense for you, and we don’t bog you down with what doesn’t work or has been shopped to everyone else.

  • Exclusive off-market deals — no junk, no second-hand, nothing over-shopped
  • Tailored acquisition marketing campaigns for buyers ready for their next deal
  • Deals matched to your wheelhouse — things you can actually execute on
  • 20+ completed rehabs, new construction, and land deals behind our judgment
Who We Work With

Built for Every Kind of Investor

Rehab & Value-Add

We’ve brought old properties back to life ourselves. We know how to spot the upside, structure the deal, and position the exit.

Discuss a Deal →

New Construction & Land

From land acquisition to positioning and selling the finished product — we’ve completed these projects first-hand and market them the same way.

Share Your Criteria →

Ready-to-Act Buyers

Know exactly what you want? We run tailored off-market acquisition campaigns for developers who can execute when the right deal surfaces.

Start the Conversation →

Have Criteria? Let’s Find the Deal.

Tell us what you’re looking for and we’ll put the market to work for you.

Talk Investments
For Landlords

Your Rental Deserves More.

We rent apartments in South Boston with the professionalism and proven process your property deserves — every listing treated like a sale, not an afterthought.

The Problem

Most Agents Don’t Take Rentals Seriously.

After 10 years renting apartments in Boston, one lesson stands out: rentals get treated as an afterthought. Listings go up with poor photos, wrong pricing, thin descriptions, and little to no follow-up or scheduling. Your property — and your income — deserve better.

We believe in building long-term relationships with landlords: every apartment we list gets the same professionalism as a property sale.

What Every Listing Gets

The Full Treatment. Every Apartment.

  • Professional-quality photography — every unit, every time
  • A full market pricing analysis, not a guess
  • A complete sales, appointment, and follow-up process
  • Full applications and background checks on every applicant
  • A lease reviewed every year for updated landlord protections
  • We integrate the latest AI abilities to enhance apartments — making messy apartments clean and empty ones staged

Have a Vacancy Coming Up?

Let’s get it priced right, photographed professionally, and rented — properly.

List Your Rental
Contact

Let’s Talk.

Selling, investing, or renting — reach out and we’ll follow up within one business day.

Get in Touch

Desmond Properties

Location
South Boston, MA · Meetings by appointment

We respect your privacy. No spam, ever.
Legal

Privacy Policy.

How we handle the information you share with us.

This is a starting-point policy. Please have it reviewed by your attorney before you rely on it.

Information We Collect

When you contact us through this website, we collect the information you provide: your name, email address, phone number, and any details you share about your property or goals.

How We Use It

We use your information solely to respond to your inquiry and provide the real estate services you request. We do not sell, rent, or share your personal information with third parties for their marketing purposes.

Your Choices

You may request that we update or delete your information at any time by emailing dave@desmondproperties.com.

Contact

Questions about this policy? Contact Desmond Properties at 617-752-1055 or dave@desmondproperties.com.